Siesta Key Vacation Rentals, Villas, & More

1-50 of 140 Siesta Key Rentals

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Siesta Key Florida Vacation Rentals - Condo
1 / 32

Siesta Key Condo
2 Bedrooms / 3 Bathrooms / Sleeps 5

from

$190

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:5
Type:Condo
Per night:$190 - $224
Per week:$1,330 - $1,564
Pets allowed:No
Internet:Yes

If you are looking for a place to unwind and decompress, this is the ideal place for you. Experience Siesta paradise with incredible sunsets and balmy breezes directly on the Gulf of Mexico with its beautiful white sand beaches stretching for miles. And not to brag, but the number...

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Siesta Key Florida Vacation Rentals - Home
1 / 24

Siesta Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

from

$415

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$415 - $586
Per week:$2,900 - $4,100
Pets allowed:No
Internet:Yes

THE GRAND CANAL COTTAGE: (Two Week Minimum Rental) The Grand Canal Cottage, perhaps one of Siesta Key’s favorite luxury vacation homes, is a highly landscaped canal- front private luxury home featuring a heated pool with sun shelf and a separate 8- person spa. It is situated ...

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Siesta Key Florida Vacation Rentals - Condo
1 / 41

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$272

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$272 - $386
Per week:$1,899 - $2,699
Pets allowed:No
Internet:Yes

Welcome to Siesta Palms by the Beach . . . where we invite you to relax, unwind and enjoy our casual way of life. Resting just one block from the powdery- white sands of Siesta Key’s world famous, award- winning Crescent Beach is the tropical Siesta Palms. With no busy streets...

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Siesta Key Florida Vacation Rentals - Condo
1 / 15

Siesta Key Condo
1 Bedroom / 1 Bathroom / Sleeps 5

“ Excellent ”14 Reviews

from

$100

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:5
Type:Condo
Per night:$100 - $145
Per week:$695 - $1,015
Pets allowed:No
Internet:Yes

Why stay across the street from the beach when you can stay beachside for the same price or less Enjoy your stay 100 yds from the NUMBER 1 beach in the US see (USA TODAY 06/2011). No streets to cross no driving to the beach just a short walk and your on the beach. This unit is...

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Siesta key, FL Vacation

“ Excellent ”
September 2, 2014
I had stayed at this property for 3 days in August, 2014. Condo are very clean and comfortable. The private beach are amazing. I definitely return this location for next vacation.
Tram Hoang, Chicago, IL

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Siesta Key Florida Vacation Rentals - Villa
1 / 14

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”15 Reviews

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$100 - $179
Per week:$700 - $1,062
Pets allowed:No
Internet:Yes

#1 rated Beach in America! We have up to 80 different units available ranging from 1 bedroom 1 bath villas to 2 bedroom 2 bathroom waterfront apartments, the published rates below are the minimum and represent 1 bedroom 1 bath villa. they do not include taxes and fees. We...

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special vacation

“ Excellent ”
October 4, 2014
our time spent at Casa Blanca, apt 102 was probably the best vacation we have had in 18 yrs. The room, weather and beach were spectacular. All the area restaurants were fantastic and the people and staff were great. We hope to come back soon, and bring friends. Thanks Casa Blanca. Mike Shaffer and Debbie Poschner
Michael Shaffer, Cleveland Ohio

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Siesta Key Florida Vacation Rentals - Condo
1 / 29

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”17 Reviews

from

$149

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$149 - $252
Per week:$1,040 - $1,760
Pets allowed:No
Internet:Yes

Book 2 weeks Dec 11- 28 and save $1227. 52 - Pay Only $822/wk Last Minute Discounts Available in all 3 Properties We just purchased another 2BR on the Beach/Gulf side of Siesta Key. Contact me for a quote and pictures... Building is on the BEACH side of the road, so there...

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Home from home

“ Excellent ”
October 29, 2014
Again very good accommodation with all that's needed except limited TV coverage.Will return next year for 3 weeks if discounted.
Eric Herrington, Estepona Spain

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Siesta Key Florida Vacation Rentals - Condo
1 / 8

Siesta Key Condo
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”4 Reviews

from

$135

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$135 - $183
Per week:$942 - $1,280
Pets allowed:No
Internet:Yes

Beautiful one bedroom condo on 4th floor. Come to the beach and enjoy a relaxing vacation with plenty to do and see. Recently updated with new furniture. The view from the 4th floor balcony is incredible. Watch the sailboats and para sails go by as you sip your morning coffee. The...

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Beautiful Sunset

“ Excellent ”
December 4, 2014
The condo was clean and spacious enough for the two of us. The bed was very comfortable. The lanai was spacious and we enjoyed the sunsets immensely. The only negative was when you sat in the living room with the sliding doors open, it was very noisy from the street traffic. You could still hear traffic when doors were closed. Possibly, if better sliders were installed, it would eliminate some of the noise. Did not hear any noise when in the bedroom. Also, if the TV was lowered somewhat, it would be easier watching without lifting your head up. I loved all the hanging pictures and it was furnished nicely. The kitchen was outfitted with anything you might need. All in all, I would return to this condo.
Carol McGovern, Huntington Station, NY

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Siesta Key Florida Vacation Rentals - Condo
1 / 33

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”3 Reviews

from

$111

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$111 - $186
Per week:$775 - $1,300
Pets allowed:No
Internet:Yes

Siesta Key 611 is the perfect vacation home for your getaway to sun, sand and pure relaxation! Siesta Key 611 is a casually elegant garden level 2 bedroom expanded Firethorn condo, located in the Midnight Cove II development. It has 2 FULL bathrooms and its own new laundry ...

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Amazing Vacation

“ Excellent ”
October 28, 2014
We had a fantastic time staying at Siesta Key 611 AGAIN! It has all the conveniences and amenities you could want. The pool area is right behind the property, mere steps from the door. And having easy access to the private part of Siesta Key's beach - amazing! The condo itself is clean, modern and comfortable. The kitchen looks brand new with fantastic appliances. A Chef would be in heaven here. The bathrooms are also recently renovated and the shower is incredible - loved the water pressure. Siesta Key's beaches are enough to get people to come down here. The comfort of this unit brought us back again - and will continue to do so going forward.
Nicole Campbell, Toronto, Ontario, Canada

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Siesta Key Florida Vacation Rentals - Condo
1 / 20

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$150 - $217
Per week:$900 - $1,300
Pets allowed:Yes
Internet:Yes

Two 2 BR / 2 bath beautifully furnished units with fully equipped kitchens, cable TV, WiFi, and washer/dryer. Relax by the pool, stroll to shopping and dining in the Village, or enjoy an afternoon at Siesta Beach only a short stroll away! Pets welcome....

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Great place and location

“ Excellent ”
June 3, 2014
Second time staying there and we love it. It is only a block from everything, the beach, stores and restaurants. The pool is nice and the place is clean and comfortable.
Louis Ayoub, Tampa

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Siesta Key Florida Vacation Rentals - Condo
1 / 21

Siesta Key Condo
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$199

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$199 - $219
Per week:$1,099 - $1,699
Pets allowed:No
Internet:Yes

Welcome to Siesta Palms by the Beach . . . where we invite you to relax, unwind and enjoy our casual way of life. Resting just one block from the powdery- white sands of Siesta Key’s world famous, award- winning Crescent Beach is our tropical Siesta Palms. With no busy streets...

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The place to rent

“ Excellent ”
June 16, 2014
This is one of the nicest condos I have had the pleasure of staying in on Siesta Key. Mary Ann and the Koch family provided the finest service and amenities I have ever experienced. The cleanliness and convenience were the best. I will most definitely be a repeat guest at this place!
Paul Bralek, Akron, OH

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Siesta Key Florida Vacation Rentals - Condo
1 / 19

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$100 - $200
Per week:$700 - $1,400
Pets allowed:No
Internet:Yes

BEACHFRONT! $500 PROMOTION - BOOK NOW AND RECEIVE $500 OFF A 2 MONTH RESERVATION BETWEEN NOW AND JANUARY, 2015. Enjoy spectacular sunsets and stunning views of the Gulf of Mexico from this 3rd floor 2 bedroom/2 bath luxury condo. Gulf & Bay Club is located on Siesta Key Beach, ...

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Siesta Key Florida Vacation Rentals - Condo
1 / 13

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”14 Reviews

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$100 - $181
Per week:$699 - $1,265
Pets allowed:No
Internet:No

Ground floor luxurious executive level totally remodeled two bedroom condo with double french doors to your private patio at the world's best beach, Siesta Beach, with full Gulf view for beautiful sunsets. Family orientated complex with friendly neighbors. Enjoy watching the gorgeous...

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Awesome Vacation!

“ Excellent ”
December 2, 2014
We stayed here Thanksgiving week and managed to cook a great Thanksgiving meal in the kitchen. The condo was very clean and comfortable. I have no complaints about the condition of this. The kitchen just needed a few updated things like knives and some updated cookware. We ate in mostly as the beach was right there so no need to go anywhere really. Just needed a few extra things. Cannot say enough nice things about the beach. Probably the best beach we have every been to. So clean and cool. Sunsets were absolutely the best thing. Everyone gathers at 5:30 to see the sunset and we were right across the street. There was a wedding on our last night on the beach along with 2 photo shoots. Was amazing. The condo itself was clean and comfortable. If I were to say one negative thing would be the washer/dryer. It is a coin-op washer/dryer. I would have brought quarters if I had known it was coin operated. It took awhile to find somewhere to get quarters to do laundry. So if you are staying there and want to do laundry, bring quarters! But that being said, it was nice to be able to get the laundry done. Would definitely vacation here again!!
Joan Devonshire Kennedy, Doylestown, PA

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Siesta Key Florida Vacation Rentals - Condo
1 / 8

Siesta Key Condo
1 Bedroom / 1 Bathroom / Sleeps 3

from

$186

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Condo
Per night:$186 - $228
Per week:$1,302 - $1,595
Pets allowed:No
Internet:Yes

Newly Upgraded 1BR/1 BA condo with full sleeper sofa and twin sleeper chair in LR. New Top of the Line King Size Bed will give you a great night sleep after a wonderful day at the beach and a great night in the village(2 miles from condo with free taxis, run on tips, available to...

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Siesta Key Florida Vacation Rentals - Home
1 / 28

Siesta Key Home
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$322

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$322 - $568
Per week:$2,250 - $3,975
Pets allowed:Yes
Internet:Yes

Luxury Siesta Key Beachfront Home is currently booked from February 1, 2009 through April 11, 2009. This charming 2 Bedroom, 2 1/2 Bath home sits directly on Siesta Key Beach. Enjoy the breathtaking gulf views from every room! This home has been fully remodeled inside and out...

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Nice time

“ Excellent ”
July 23, 2012
Loved it!
ani perez, Miami, FL

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Siesta Key Florida Vacation Rentals - Condo
1 / 21

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$158

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$158 - $186
Per week:$1,100 - $1,300
Pets allowed:No
Internet:Yes

2Bed/2Bath Condo Just renovated/modernized with the latest & best kitchen appliances, furniture, pictures and other decorations, and freshly painted through- out with Full Bay Views ! ! ! Bay Tree Amenities include: - 2 Heated Pools (1- Bayside & 1- Oceanside) - Picnic/BBQ...

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Fabulous Month

“ Excellent ”
March 31, 2013
Thank you Jennifer and Andy for allowing us to stay in your lovely condo for the month of March. The condo couldn't have been more perfect. Beautifully decorated and so comfortable. The month could have been a bit warmer but with our lovely home away from home we were very comfortable. The well protected pool let us get all the sun that we wanted. Even on days that were a bit cool the pool was always a welcome sight to many. We hope we get the opportunity to stay in your lovely condo once again. Jennifer thank you for the great correspondence and being so helpful. Warm Regards, Rog & Lela
Lela Thurow, Scottville, MI. USA

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Siesta Key Florida Vacation Rentals - Condo
1 / 15

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”7 Reviews

from

$145

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$145 - $213
Per week:$1,013 - $1,485
Pets allowed:No
Internet:Yes

Now renting for the summer and fall season. Please check the calendar below for available dates. Minumum stay is 7 nights. Imagine spending your next vacation relaxing on the lanai of a gorgeous, waterfront condo just steps away from the most breathtakingly beautiful beach in...

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condo 207

“ Excellent ”
November 26, 2014
Thank you Mr. Marshall for opening your home to us. We had a wonderful time, your condo was so nice and tastefully decorated. Thank you again for sharing your home and for the two weeks we treated your home as if it were ours.
Judith Drodge, Kettering, Ohio USA

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Siesta Key Florida Vacation Rentals - Condo
1 / 20

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$100 - $150
Per week:$700 - $1,050
Pets allowed:No
Internet:Yes

PLEASE NOTE OUR CONDO RULES DO NOT PERMIT RENTALS Of LESS THAN A MONTH. Turnkey ground floor corner apartment with windows on three sides gives the apartment a wonderful open feeling. The unit is one of 45 in a three floor complex. Apt #115 has it assigned covered parking by the...

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TURNED DOWN

“ Excellent ”
February 5, 2010
MY WIFE AND I WANTED TO STAY THE MONTH OF FEBRUARY ,2010 .WE HAVE A SMALL BLIND DOG THAT WOULD CAUSE A PROBLEM , HOWEVER RULES ARE RULES MAYBE WE CAN CONSIDER SIESTA KEY NEXT YEAR . THANK YOU GERALD E. STITT
GERALD E. STITT, DANVILLE , IL. ,USA

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Siesta Key Florida Vacation Rentals - Condo
1 / 16

Siesta Key Condo
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”4 Reviews

from

$163

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$163 - $224
Per week:$1,135 - $1,565
Pets allowed:No
Internet:Yes

Condo #408 is a spacious 1000 sq. ft., light and airy one- bedroom deluxe condo at Sunset Royale on Siesta Key and is special in many ways. Private 200 sq. ft. of open balcony is furnished; 4 swivel rockers around the glass topped table, 2 chaise lounges, large umbrella and stereo...

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awesome mini vacation!!!!!!

“ Excellent ”
August 5, 2014
Our family of 4 ( 2 adults/2 kids ) enjoyed a delightful 4 day stay at 408 Sunset Royale. The unit was extremely clean, roomy, and very well maintained. Beautiful kitchen with colorful backsplash and modern counters and sink. There were lots of little extras that are typically not provided in a stay in a condo unit. For example, there was laundry detergent, first aid supplies, liquid soap, coffee filters, salt/pepper, sunscreen, and best of all...beach furniture/ floats/ boogie boards beach chairs, etc....!!! Paul, the owner, came and met us and allowed us to check in as soon as we got there, although it was an hour earlier than we had anticipated. He was so helpful. The huge tv, surround sound, and extravagant deck...made our stay simply delightful!!!! We would definitely stay at this location again.
Leslie Moody Manning, Ringgold, Georgia

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Siesta Key Florida Vacation Rentals - Condo
1 / 19

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$118

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$118 - $186
Per week:$820 - $1,300
Pets allowed:No
Internet:Yes

Siesta Key Condo - Siesta Key Paradise Looking for a vacation rental in Siesta Key? Look no further… we have a two bedroom first floor condo located on the spacious, gorgeous landscaped grounds of Midnight Cove ii. Enjoy great views from our lanai watching boats, yachts,...

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The Perfect Antidote to Winter in Ohio

“ Excellent ”
February 6, 2012
We just spent two glorious, warm, sunny weeks in this Siesta Key condo and can't wait to go back. The condo is perfectly situated - it faces the Intercoastal Waterway and the beach is just across the street. Each morning we awoke to beautiful sunrises and watched the boats, kayaks, and wildlife navigate the Intercoastal. We were just steps from a kayak storage and launch area - one of several amenities (others included a heated pool and tennnis courts) available to us. We're not golfers, but one couldn't help but notice how many great looking courses nearby there are to choose from.From the condo's location, it's an easy drive to so many interesting and diverse places - from downtown Sarasota to St. Armand's, Longboat Key, Casey Key, and Anna Maria Island, to name a few. Each is unique and worth seeing. Also, you'll never, ever go hungry here. The available cuisine is so diverse - anything from superb seafood, to authentic Italian, to Amish specialties. Breakfast and brunch venues are particularly popular.As for the condo itself, it is very nicely appointed and its provisions are exceptional. We lacked for nothing. Cable TV, WiFi, books, DVDs,and board games are all onsite. It is a first floor location and as such its entry is just steps from the carport. We also agreed that it is one of the quietest places we've stayed in - there was no extraneous noise from neighbors, etc.The condo's owners are extremely attentive and responsive -offering to share with us their favorite places and things to do.All in all, we couldn't have asked for a better place to stay in Siesta Key. This was our first rental experience in the Sarasota area. We hope to return to the area and to this particular condo next January. It defintely was the perfect antidote to our Ohio winter.
Jill Hay, Columbus, Ohio USA

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Siesta Key Florida Vacation Rentals - Home
1 / 51

Siesta Key Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 7

from

$395

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:7
Type:Home
Per night:$395 - $650
Per week:$2,300 - $4,200
Pets allowed:Yes
Internet:Yes

Caution: I do not ask for wire money transfers so if someone asks you to wire money, then it is fraudulent. It is best to contact me directly at some point to get to know me so that you can ask questions and feel comfortable that you are renting from a reputable individual and not...

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Siesta Key Florida Vacation Rentals - Townhouse
1 / 10

Siesta Key Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$295

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$295 - $425
Per week:$1,750 - $2,975
Pets allowed:Yes
Internet:Yes

This second floor unit is in a deluxe triplex building that was just fully remodeled to near new condition throughout. It will accommodate 6 people, but you can add one or two of the large one bedroom units in the building if you have additional guests or family coming, they sleep...

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Siesta Key Florida Vacation Rentals - Condo
1 / 19

Siesta Key Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$221

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$221 - $300
Per week:$1,545 - $2,095
Pets allowed:No
Internet:Yes

Guests can throw tennis ball in to gulf from the Siesta Key beach front condominiums on Fisherman’s Coves . Situated at Islands of the Siesta Key of Sarasota, FL, the vacation homes has best of worlds , beach in- front & Intercostals and boats docks in backyard . Guests own 5...

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Quiet, private and perfect for a family vacation

“ Excellent ”
February 7, 2013
This condo provided a perfect getaway for our family(grandparents, daughter and son-in-law, 4 year old and 1 1/2 year old). It was clean, nicely appointed, directly on the beach, had a heated pool and was a perfect location for our son-in-law to fish. We have stayed down the road on Siesta Key beach, which is, of course, a superior beach. However, the traffic noise is unpleasant. Fisherman's Cove has none of the traffic issues. While the beach is not as beautiful as Siesta Key, it is just a 5 minute ride away. Our grandchildren didn't care that our beach was not as pretty as Siesta Key.....sand is sand to kids. The unit (304A) was extremely clean, well supplied and the beds were very comfortable. The grounds are impeccable. We will defintely return next year!
Natalie Cheerman, Meriden, CT, USA

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Siesta Key Florida Vacation Rentals - Condo
1 / 14

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$190

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$190 - $247
Per week:$1,325 - $1,725
Pets allowed:No
Internet:No

Situated directly at world popular Crescent Beach , the Siesta Key beach front condominium is about walking distance for South Village . The vacation condominium is situated in South Towers of Crescent Arms Condominium complex . Its positioned at fourth level in south west corner...

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slice of heaven

“ Excellent ”
April 12, 2014
Our condo was perfect. It provided everything we needed. It was overlooking the beach from the balcony. The sand was so white and soft. The condo was very family friendly. The pool is also right there. It is also a short drive to the grocery, restaurants, and Siesta Village. Wonderful place.
Mindy Delagrange, Ft. Wayne, In

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Siesta Key Florida Vacation Rentals - Condo
1 / 21

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$167

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$167 - $238
Per week:$1,165 - $1,665
Pets allowed:No
Internet:Yes

Guests can throw tennis ball in to gulf from the Siesta Key beach front condominium on Fisherman’s Cove . Situated at Islands of the Siesta Key of the Sarasota , FL , the vacation home offers best of world – beautiful beach in- front & Intercostals and the boats docks in backyard...

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Mr. Tom Hirschauer

“ Excellent ”
March 26, 2014
Great location and well maintained property. Wish there was a washer and dryer in the unit, but that was not critical.
Tom Hirschauer, West Des Moines, IA

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Siesta Key Florida Vacation Rentals - Townhouse
1 / 21

Siesta Key Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$214

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$214 - $293
Per week:$1,495 - $2,045
Pets allowed:No
Internet:Yes

BEACH WALK Luxurious 3 bedrooms , 2 and half baths , private pool, garage , private elevator , Breathtaking beach views, en- suited Jacuzzi tub , accommodated 8 guests comfortably , luxurious accommodation , about steps distance to popular Siesta Key – The Crescent Beach...

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Siesta Key - townhome

“ Excellent ”
June 15, 2012
We have stayed in several properties in Florida, Colorado, California, Washington St., Oregon & New Mexico. We give this property a 90 in a scale of 100. Everything was excellent from the location (1 block from the beach) to the facilities.
Enrique Saavedra, Houston, TX

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Siesta Key Florida Vacation Rentals - Condo
1 / 22

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$175 - $233
Per week:$1,225 - $1,625
Pets allowed:No
Internet:Yes

Located directly on world famous Crescent Beach this Siesta Key beachfront condo is right across the street from South Village. This vacation condo is located in the Sea Shell Condominium Complex. Sea Shell is a smaller more intimate 5- story complex with only 49 units total. The ...

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Paradise

“ Excellent ”
June 1, 2014
Great location for our family with a 2 yr old. Everything we needed was provided and it's close to everything . Wish we had another week!
Jason Wilcox, Lutz, florida

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Siesta Key Florida Vacation Rentals - Condo
1 / 20

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$83

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$83 - $150
Per week:$575 - $1,050
Pets allowed:No
Internet:Yes

Ground floor 2BDR/2BA condominium, completely remodeled in Nov 2011. Perfectly located across from the Siesta Key Beach. Luxuriously furnished for our guests memorable vacation, including beach equipment and beach chairs. Well stocked kitchen to prepare delicious meals, including...

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Great month!

“ Excellent ”
November 5, 2014
We stayed here for a month while waiting for our house to be built. We would have stayed longer but prices go way up in Nov and the rest of the winter, not just at this condo but all of them. However for the time we stayed it was great. The owners provided everything you need at the beach. It was about a 10 walk to the beach because of the construction that you have to walk around but that will be finished at some point. We rode our bikes into town and all over the place and the condo was a great starting point. We would definitely stay here again!
Susan Cherry, WESTFIELD MA

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Siesta Key Florida Vacation Rentals - Home
1 / 24

Siesta Key Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 12

from

$450

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:12
Type:Home
Per night:$450 - $625
Per week:$2,700 - $4,200
Pets allowed:Yes
Internet:Yes

This home is located in a excellent location, very near Siesta Key Public Beach. It is convenient to Siesta Key Village and is only a half of a block to the white quartz sands of this #1 rated beach. It has views of the Gulf of Mexico from the covered and screened lanais. The home...

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Siesta Key Florida Vacation Rentals - Home
1 / 45

Siesta Key Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$329 - $500
Per week:$2,300 - $3,500
Pets allowed:Yes
Internet:Yes

Oh what a great feeling you get when you are looking out over the pool to the relaxing waters of the Grand Canal. This home is special with 180ft. of canal wrapping the back of the home so you get to enjoy the views from three bedrooms, the kitchen, living and two dinning areas....

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Siesta Key Florida Vacation Rentals - Condo
1 / 16

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$122 - $169
Per week:$850 - $1,180
Pets allowed:No
Internet:Yes

Enjoy culture & nature at their best! ! 2 luxurious bedrooms, light filled living- dining rooms, 2 baths, corner unit offers glass slider doors opening to two spacious furnished balconies. Master bedroom offers king size bed, TV, private bathroom and walk in closet. There is...

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Great condo. Great beach. Great area!

“ Excellent ”
July 7, 2014
My husband and three children stayed at this condo this past week. We had a wonderful time. The condo was great! There are huge windows so lots of light! We used the pool and tennis courts and of course the beach! We have stayed at many beaches and Siesta Key is the most beautiful! The sand is like powdered sugar and it is a huge beach! We used the beach chairs, cooler and beach towels that were at the condo which was really convenient! We ate supper every evening at Siesta Key Village which is one mile from the condo! Every restaurant was really good! I would recommend anyone to rent this condo! Steve was super to rent from! We will be back!!!!!!
Jodee Bauman, Peoria, IL

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Siesta Key Florida Vacation Rentals - Townhouse
1 / 11

Siesta Key Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$295

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$295 - $410
Per week:$295 - $3,040
Pets allowed:No
Internet:No

Siesta Key Beachfront Rentals If you are looking a Siesta Key beachfront rentals for your next Florida vacation, then look no further than our townhouses and condos at Gumbo- Limbo Vacation Rentals. Our properties are within yards of those pristine, white sands that our beaches...

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Siesta Key Florida Vacation Rentals - Villa
1 / 18

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”16 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$143 - $199
Per week:$1,001 - $1,394
Pets allowed:No
Internet:Yes

BEST VALUE ON CRESCENT BEACH! GULF SIDE VILLA- NOW WITH FREE WI- FI INTERNET- GROUND FLOOR UNIT EASY IN AND OUT! CLICK CHECK AVAILABILITY ON FRONT PAGE! 5 NIGHT MINIMUM - NORMAL RENTAL PERIOD IS ONE WEEK OR MORE. 13% additional for linens for Reservations Less Than a Week....

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#Fabulous Vacation!!! Loved It :D

“ Excellent ”
July 5, 2014
Great Vacation! Wonderful Accommodations. The Villa was very neat and clean with all the amenities of home.Thank You for letting us enjoy it. One if the Best Vacations Ever!I know I've been to Aruba, Punta Cana, Bahamas, Jamaica and I have to say the staff and our villa really deserves 5 star!!The Staff at Casa Blanca are Fabulous. Elizabeth, Audrey and Robbie in the front office very helpful above and beyond. Thanks ladies!!!Greg Maintance Supervisor thanks for all your help and for the use of the Grill. Eddie thanks for unlocking the door when we forgot the keys, when we took the kids Parasailing. The Beach what can I say other than it really is #1. The sand pure white quartz never gets hot and the ocean water is clear and warm. Enjoyed early morning walks on the beach. We have quite the collection of seashells.The Restaurants are Great too.If you like Mexican. (The Hub) has the best Burritos.(The Old Salty Dog) makes a hell of Hotdog! (The Broken Egg) and (The Village Restaurant and Grill)OMG the best Sweet Potato Pancakes & Breakfast burritos(Solorzano's) Has the best Pizza!!(Abel's Ice Cream) Yummy!!Again Great Place to Stay! Thank YouI will Certainly Recommend it!!
Serena Hempen, St. Louis, Mo. USA

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Siesta Key Florida Vacation Rentals - Apartment
1 / 16

Siesta Key Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$205

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$205 - $275
Per month:$6,150 - $8,250
Pets allowed:Yes
Internet:Yes

Beautiful high quality duplexes with award winning tropical landscape design. A sensational heated black bottom pool with rocky mountain quartzite deck, and a rock waterfall. The property sits across the street from the world famous Siesta Key Public Beach within 1/2 mile of ...

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Siesta Key Florida Vacation Rentals - Condo
1 / 16

Siesta Key Condo
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”8 Reviews

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Condo
Per night:$225 - $275
Per month:$6,750 - $8,250
Pets allowed:Yes
Internet:Yes

Welcome to the "Sea Spray Resort" ... just steps to the beach on beautiful Siesta Key... your source for upscale but affordable vacation rentals. If you want to enjoy a tropical vacation where you are steps to the beach, walk 4 blocks to the Village for drinks, shopping or dinner,...

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Great location, great service, great vacation!!

“ Excellent ”
August 17, 2014
We loved everything about the sea spray! Location was great! We walked to siesta key village nearly everyday ( it was just a little over half mile). Walk to the beach was also closer than we expected. Bob was wonderful,too! Kids loved swimming in the pool, nearly as much as going to the beach. They had everything we needed to feel right at home. Dishes, dishwasher, beach towels, beach chairs, etc. thank you for a great vacation!!!! We will definitely return to the seaspray resort!!!!
Jenny McAdow, Lake mills, wi, USA

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Siesta Key Florida Vacation Rentals - Condo
1 / 7

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$125

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$125 - $198
Per week:$875 - $1,384
Pets allowed:No
Internet:Yes

Wonderful 2 bedroom 2 bath, upstairs condo with a nice heated pool which is only shared by our two other condos. Pool area has a large deck with lounge chairs, picnic table with umbrella, and gas grill. This is on the BEACH side of Midnight Pass Road, 200 feet down a private lane...

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Traverse City Girls

“ Excellent ”
April 4, 2012
We had a wonderful stay at Siesta by the Sea - 1138 Windsong Ln. The pool was clean and very nice and just a short walk to the beautiful beach. The owner Don made sure we had everything we needed. The condo had all the dishes, washer and dryer, and linens we could use. I would recommend this unit and management to anyone looking for a wonderful stay on Siesta Key.
Mary Peterson, Traverse City, MI USA

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Siesta Key Florida Vacation Rentals - Villa
1 / 10

Siesta Key Villa
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$139

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Villa
Per night:$139 - $186
Per week:$968 - $1,301
Pets allowed:No
Internet:Yes

Our vacation home is just steps away from the #1 rated beach in the USA - Siesta Key beach. It is in a complex located on the GULFSIDE (or Beach side) of the island. It is a comfortable villa with a master bedroom, guest bedroom, living room, kitchen with dining area, and...

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absolutely beautiful

“ Excellent ”
January 5, 2013
This property was beautiful. Clean, spacious, close to the gulf and the pool. The beach was amazing! I definitely see why it was voted #1 beach in USA. We rented bikes - what a great deal ... the rental was located just before entrance to Siesta key. Great guys there! Siesta village was a comfortable ride, which we did on the beach. The gelato place in is worth going to! Owners Monica and Fabio, wonderful people and fantastic gelatinous!
Jo-Anna Mitrano, San Diego, CA

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Siesta Key Florida Vacation Rentals - Townhouse
1 / 10

Siesta Key Townhouse
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$395

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Townhouse
Per night:$395 - $625
Per week:$2,500 - $4,200
Pets allowed:Yes
Internet:Yes

This is one of the nicest rental properties that you will find on Siesta Key! It has views that are to die for of the bay looking east, south and north to Downtown skyline plus it has some Gulf of Mexico views looking west. All rooms in the house have something special to admire...

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Siesta Key Florida Vacation Rentals - Home
1 / 35

Siesta Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”28 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$172 - $200
Per week:$1,200 - $1,400
Pets allowed:No
Internet:Yes

Please see CALENDAR below for availabilty: Also the VIRTUAL TOUR is at the bottom of the page. Description: Surrounded by a tropical garden our secluded Villa is situated in a quiet cul de sac edged on two sides by Lake Nancy. The Lounge, kitchen and bedrooms one and ...

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Siesta vacation

“ Excellent ”
November 17, 2014
Fantastic location and Siesta Key is a wonderful location. Instantly felt at home here and the heated pool was an added bonus. Although the bikes weren't included in the rental, we were able to use them and cycled into the village and/or beach most days from the house. Had great fun meeting and greeting the wildlife that frequented the garden. A truly peaceful and relaxing place to stay. Thoroughly recommended!
Jo Davis, Brighton, England

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Siesta Key Florida Vacation Rentals - Apartment
1 / 5

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$340

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$340 - $410
Per month:$10,200 - $12,300
Pets allowed:Yes
Internet:Yes

This 2 bedroom Beach Suite is totally newly remodeled with a tiled Kitchen and Bath with new furnishings throughout. This property is right on the sandy beach, The Sandbox has the best of it all. It is like small town USA combined with one of the top beaches in the world. Only...

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Siesta Key Florida Vacation Rentals - Condo
1 / 20

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$150 - $265
Per week:$1,050 - $1,850
Pets allowed:No
Internet:Yes

Luxury 2 bedroom 2 bathroom private condominium, Unit 204 at the El Presidente in Siesta Key is directly on the world's most beautiful Crescent Beach. This newly renovated, fully furnished air conditioned unit sleeps 6. The heated pool and jacuzzi are right on the beach. Unit 204...

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El President Condominium

“ Excellent ”
August 16, 2014
Excelent in all aspects
Fernando C Camaraza, Miami Fl U.S.A

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Siesta Key Florida Vacation Rentals - Condo
1 / 13

Siesta Key Condo
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”2 Reviews

from

$150

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$150 - $295
Per week:$1,250 - $1,995
Pets allowed:Yes
Internet:Yes

Please call David Butler before you send money to be sure you are not getting scammed, we do not accept wire transfers. This one bedroom is a large 700 sq. ft. condominium unit in a three unit building. There are two one bedroom units available and a two bedroom unit. You can ...

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Clean, Comfortable & Courteous

“ Excellent ”
November 12, 2014
This place was perfect for the two of us and close to the beach and not far from the village. We were very please and will use this place if we visit Siesta Key again. The place was Very Clean, bed was very comfortable, it was very roomy, and newly decorated. Thank you Dave for your assistance in our stay. There is also a washer and dryer at this place which is a plus.
Dan Brett, Naples, Florida

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Siesta Key Florida Vacation Rentals - Townhouse
1 / 19

Siesta Key Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”9 Reviews

from

$90

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:12
Type:Townhouse
Per night:$90 - $293
Per week:$625 - $2,045
Pets allowed:No
Internet:No

1 to 8 bedrooms units; sleep occupancy 24 Free Wi- Fi INTERNET + HEATED PRIVATE POOL+ GREAT LOCATION! ! ! Our Deluxe Town homes are in the heart of great Siesta village- Just steps to many restaurants, shops and 1 and ½ block only 3 minutes to great Crescent Beach world ...

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A Slice of Paradise!!

“ Excellent ”
July 11, 2014
This home was better than the photos online. I hosted a destination wedding on Siesta Key and this was the perfect home to situate my family during our stay. The place feels so large and private, and the pool was one of the best features. Peter and Brenda were so accommodating and answered any questions we had. I would highly recommend renting this dream home!!
Eliah Finnegan, CT

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Beach Front at Casa Blanca
1 / 16

Siesta Key Villa
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”6 Reviews

from

$118

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Villa
Per night:$118 - $160
Per week:$820 - $1,120
Pets allowed:No
Internet:No

Dr. Beach voted Siesta Key Beach the #1 Beach in USA 2011. If you are looking for a vacation condo rental in Siesta Key, Florida for your Florida holidays and family beach vacation please consider my villa rental in Siesta Key, FL. It is a tastefully furnished and fully equipped...

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Paradise Perfection

“ Excellent ”
May 2, 2013
Great location, well stocked and clean villa that suited our needs and wants perfectly! Will defiantly stay again! Staff at Casa Blanca are extremely friendly and very helpful. 5 stars for them!
Rachel Roberts, Central Minnesota

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Siesta Key Florida Vacation Rentals - Home
1 / 34

Siesta Key Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Home
Per night:$229 - $486
Per week:$1,600 - $3,400
Pets allowed:No
Internet:Yes

Villa Margarita located at 1109- 1111 Crescent Street is a vibrant, festive newly decorated four bedroom/four bathroom/two kitchen home now available for vacation rentals with The Cottages. It’s the latest standout in our boutique collection of fine vacation homes now available...

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Siesta Key Florida Vacation Rentals - Condo
1 / 11

Siesta Key Condo
2 Bedrooms / 3 Bathrooms / Sleeps 5

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:5
Type:Condo
Per night:$300
Per week:$2,100
Pets allowed:No
Internet:No

Well maintained and fully equiped with all big amenties and needful things for your perfect vacation. This is perfect place for you if you looking for active and beautiful vacation here you will get many. Public tennis courts, walk to the beach and vollyball sand courts. Segways ...

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Siesta Key Florida Vacation Rentals - Condo
1 / 24

Siesta Key Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

“ Excellent ”43 Reviews

from

$97

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Condo
Per night:$97 - $204
Per week:$675 - $1,428
Pets allowed:No
Internet:No

Sun, Sand & SAVE 20% to 50% per Week at Midnight Cove #532, Direct- with- Owner "All- In Price" DISCOUNTED RENTAL RATES from $655 to $1, 262 /Wk & SAVINGS from $239 to $640 /Wk depending on the Number of Weeks Rented, and on the Season. Contact owner if you wish to make an...

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Vacation close to the beach

“ Excellent ”
January 2, 2013
Excellent property with lot of parking, laundy on site and warm water in the pool, which was really appreciated on the cooler dates, speacially by the kids. Close walk to a white sandy beach was on asset. Condo was very spacious and full equipped. We have enjoed the stay.Will use the property for sure again. Love teh area.
Krystyna Bebee, Mississauga, Ontario, Canada

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Siesta Key Florida Vacation Rentals - Home
1 / 18

Siesta Key Home
4 Bedrooms / 1 Bathroom / Sleeps 12

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:1
Sleeps:12
Type:Home
Per night:$229 - $486
Per week:$1,600 - $3,400
Pets allowed:No
Internet:Yes

Villa Dom Brisa or "Sun Breeze" at 1123- 1125 Crescent Street is another beautifully decorated, exciting new 4BR/4BA/2Kit home recently added to our boutique collection of fine vacation homes at The Cottages. This home is part of the Las Brisa complex of two beautiful 4- BR homes...

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Siesta Key Florida Vacation Rentals - Home
1 / 12

Siesta Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$258

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$258 - $515
Per week:$1,800 - $3,600
Pets allowed:No
Internet:Yes

Welcome to “Casa De Suenos”, one of the most fabulous vacation homes in Siesta Key. Newly constructed in 2013! The magic begins as you enter the foyer of this beautiful casa and gaze across the expansive living area, and deck area. You know already you made the right choice...

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Siesta Key Florida Vacation Rentals - Home
1 / 34

Siesta Key Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Home
Per night:$229 - $486
Per week:$1,600 - $3,400
Pets allowed:No
Internet:Yes

Villa Fiesta at 1115 Crescent Street is another beautifully decorated, exciting new 4BR/4BA/2Kit home recently added to The Cottages collection of fine vacation homes. Villa Fiesta and its sister home, Villa Margarita are two beautiful 4- BR pool homes offering unique sleeping combinations...

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Siesta Key Florida Vacation Rentals - Home
1 / 21

Siesta Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”5 Reviews

from

$350

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$350 - $500
Per week:$2,400 - $3,400
Pets allowed:Yes
Internet:Yes

BEACH FRONT :Wander out 100 yards to the gorgeous white sand beaches of the Gulf of Mexico and only one block to SIESTA KEY VILLAGE! Our gorgeous three bedroom two bath beach- house is a one- of- a- kind private home with amazing water views from the private patio, (grilling on ...

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Wonderful Vacation

“ Excellent ”
December 11, 2014
Light, airy, attractive condo perfectly situated next to the beach and Siesta Key Village. Our days were filled with the beach, lunch (sometimes back at the condo, sometimes on the beach), beach, a coctail and "apps" in the village and back to the beach to look at the sunset. This was followed by dinner and bed. Wake up and do all over again. A wonderful time and we can't wait to do it again at Barb and Jay's!
Wendy Sinclair, Boston, MA

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1  2  3 
If you're planning a vacation to this island paradise, you may want to consider Siesta Key vacation rentals. This beautiful barrier island spans eight miles just off the coast of Sarasota in the Gulf of Mexico. Many resorts and hotels can be found here, but popular accommodations also include Siesta Key condo rentals that provide privacy and access to the island's world-renowned white sand beaches.

Resorts can be overcrowded and overpriced, but Siesta Key vacation home rentals are always private and generally quite affordable. This destination is known as a great romantic getaway, and there are plenty of cozy little cottages for two that will set the perfect mood for your honeymoon or other romantic rendezvous. Regardless of your lifestyle and budget, there is something here to meet your needs.

We couldn't call it an "island paradise" if it didn't offer warm breezes, cool water, swaying palm trees, and some of the world's finest beaches, including Turtle Beach and Palmer Point Beach. Relaxing on the pure quartz beaches with family and friends is certainly a favorite pastime here, and visitors enjoy the charming beach hideaways and ample bird-watching opportunities. You might also spot some friendly dolphins and manatees dotting the surrounding gulf and bay waters.

If you visit the island during the beginning of May, the beach literally comes alive with figures made of sand during the island's unique sand sculpture contest that draws in world-class artists. Of course, anyone can try their hand at a sandcastle or sand sculpture any time of year.

If staying on dry land sounds like a bore, you'll find almost 50 miles of waterways and canals inside the island, not to mention the surrounding Gulf of Mexico and Sarasota and Roberts Bays. Many Siesta Key, FL vacation rentals by owner provide boat docks, and boat rentals are available for you to get out and explore the waters. Other water sports are popular here as well, including fishing, snorkeling, parasailing, and sailboarding.

If you'd rather not captain your own ship, plenty of local charter companies offer guided tours. Many of the local restaurants also offer temporary docking, so that you can go to dinner straight from your afternoon on the water. What better way to work up an appetite for some fresh seafood than a day spent in the sand, sun, and surf?

Of course, the beaches are just the beginning of all there is to see and do in Siesta Key. This tropical island also offers plenty of events and attractions, including unique shopping, dining, and entertainment options. The atmosphere is refreshingly laid-back, and you'll find lots of charming local establishments rather than the chain restaurants and retailers characteristic of other resort areas. All of this and more can be found within walking distance or a leisurely drive of Siesta Key vacation rentals, so start planning your trip today!
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