Siesta Key Vacation Rentals on the Water - Waterfront Rentals in Siesta Key

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & Save 14% to 40% per Week

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
7 nights min

Nearest beach 0.1 mi
Swimming pool
Child friendly

“This was our first trip to Siesta Key, but not our last! We are already booking another stay at Siesta Breakers for next year. It is a great location on the Beach and great access to the mainland...”

- Review left on 07/14/2014

$170.00

Excellent (27 reviews)

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from $170.00 / night

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Siesta Key Beachfront Condo with Gulf View!

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
7 nights min

Beach/lakeside relaxation
Child friendly
Air conditioning

Responds fast! Avg. 3 hours 32 minutes

“We stayed in Crescent Royale #409. Condo was extremely clean and well supplied. We had flown in and was thrillled to see beach chairs, umbrellas, towels and etc. that we couldn't bring along. The property was peaceful and quiet. Only problem was RED...”

- Review left on 10/04/2016

$159.00

Very Good (13 reviews)

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from $159.00 / night

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Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save 14% to 40% per Week

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
7 nights min

Nearest beach 0.25 mi
Swimming pool
Child friendly

“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...”

- Review left on 01/02/2013

$124.00

Excellent (39 reviews)

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from $124.00 / night

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Midnight Cove #714 in Siesta Key, FL- Sun, Sand & Save 14% to 40% per Week

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
7 nights min

Nearest beach 0.25 mi
Swimming pool
Child friendly

“Had an excellent time! Unit was clean and precisely as described. Great location on Siesta Key with a short walk for Groceries, Food and Libations. Beach was a 5min walk across the street (using the signaled crosswalk) through the beachside section...”

- Review left on 03/13/2017

$135.00

Excellent (7 reviews)

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from $135.00 / night

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Beautiful Condominium In Great Location !

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
14 nights min

Swimming pool
Child friendly
Air conditioning

“Great place! Everything was wonderful,beach was a short walk away. Love all the new addition to public beach. Pool was heated,we went swimming every day. Unit was very clean and comfortable,couldn't ask for a better place. Took the free taxi to...”

- Review left on 01/06/2017

$89.00

Excellent (12 reviews)

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from $89.00 / night

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Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa

Siesta Key House

5 bedrooms 5
4 bathrooms
sleeps 13 13
7 nights min

Swimming pool
Child friendly
Car not necessary

$567.00

Excellent (12 reviews)

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from $567.00 / night

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Siesta Key Beachfront 3 Bedroom Home, Sarasota

Siesta Key House

3 bedrooms 3
3 bathrooms
sleeps 9 9
min stay varies

Beach/lakeside relaxation
Nearest beach 0 mi
Child friendly

$567.00

Excellent (6 reviews)

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from $567.00 / night

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Beautiful Crescent Beach on Siesta Key One of the

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
7 nights min

Beach/lakeside relaxation
Child friendly
Air conditioning

“Siesta Key is the best beach I ever been so far and this place that Jack and Darlene provide is a dream. Everything is clean and in perfect working condition. The beach is very nice (and I have visited many being a South Floridian), crystal clear and...”

- Review left on 09/19/2016

$243.00

Excellent (2 reviews)

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from $243.00 / night

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Gorgeous Views of the Gulf Sea Turtle Unit Sunset Beach Resort

Siesta Key Apartment

3 bedrooms 3
2 bathrooms
sleeps 8 8
min stay varies

Child friendly

Responds fast! Avg. 3 hours 2 minutes

$602.00

Excellent (2 reviews)

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from $602.00 / night

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Siesta Key Inn - Sea Spray #123

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
min stay varies

Nearest beach 0.09 mi
Swimming pool
Child friendly

$228.00

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from $228.00 / night

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Luxury Siesta Key Four Bedroom,Five Bathroom Pool Home,180 Yards to Siesta Beach

Siesta Key House

4 bedrooms 4
5 bathrooms
sleeps 12 12
7 nights min

Nearest beach 0.2 mi
Swimming pool
Child friendly

$682.00

Excellent (7 reviews)

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from $682.00 / night

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Siesta Key Beach Vacation

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
14 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

“FIVE STARS!!!!! Terry the owner is a great guy that insured our stay in his condo went well. The condo has a great location just a couple of blocks from the Siesta Key Beach. The condo has everything you need for a great beach experience. The...”

- Review left on 01/24/2017

$87.00

Excellent (2 reviews)

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from $87.00 / night

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Gateway to Siesta Key 1/2 mile Walk Siesta Key Beach

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
3 nights min

Swimming pool
Child friendly
Air conditioning

$138.00

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from $138.00 / night

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Charming Siesta Key Village Unbeatable Location

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
min stay varies

Nearest beach 0 mi
Swimming pool
Child friendly

“We stayed for a week and had the best time ever. The accommodations are top notch, locals are very friendly, food delicious and breathtaking beaches. Definitely looking forward to coming back”

- Review left on 12/15/2015

$147.00

Excellent (8 reviews)

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from $147.00 / night

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Siesta Palms at Siesta Key Inn-#2A Sabal Palm

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
min stay varies

Nearest beach 0.09 mi
Swimming pool
Child friendly

“Thank you for a wonderful week! The room was beautiful and Mary Ann and staff were all so accommodating to anything that you may need! We would highly recommend Siesta Palms to everyone! We are looking forward to coming back as soon as possible,...”

- Review left on 07/13/2016

$258.00

Excellent (5 reviews)

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from $258.00 / night

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Gorgeous Condo directly on #1 Beach in USA - #111

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 3 3
14 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

“We actually stayed in unit #113 and it was simple but clean with updated kitchen. The grounds, pool, and amenities were well maintained and clean. The Gulf view was amazing! We have visited many beaches but this was the most beautiful with a quiet...”

- Review left on 07/07/2016

$272.00

Excellent (6 reviews)

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from $272.00 / night

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Amazing Views of the Gulf Sea Gull unit Sunset Beach Resort

Siesta Key Apartment

2 bedrooms 2
2 bathrooms
sleeps 8 8
min stay varies

Child friendly
Car not necessary
Air conditioning

Responds fast! Avg. 3 hours 2 minutes

$573.00

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from $573.00 / night

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FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Nearest beach 0 mi
Swimming pool

“This condo is beautifully decorated with top notch fixtures and is very clean. It is a 2 minute walk from the beach, and even though the pool and hot tub are a 30 second walk from the patio, we were never bothered by any noise from the pool. The...”

- Review left on 04/26/2019

$236.00

Excellent (10 reviews)

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from $236.00 / night

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2 BR, 2 Bath, Siesta Key Village Condo with Pool

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Nearest beach 0.1 mi
Swimming pool
Child friendly

$175.00

Excellent (8 reviews)

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from $175.00 / night

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Siesta Palms at Siesta Key Inn-#2B Royal Palm

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 5 5
7 nights min

Nearest beach 0.09 mi
Swimming pool
Ask about children

“Our stay at Siesta Palms was great. The condo was very clean and up to date. We enjoyed the beautiful pool and proximity to the beach. The owners couldn't have been kinder or more accommodating. I highly recommend this condo...”

- Review left on 04/15/2016

$304.00

Excellent (2 reviews)

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from $304.00 / night

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Large 1br/1ba vacation rental condo (780 Sq.Ft.)

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
1 night min

Swimming pool
Ask about children
Air conditioning

“This place is absolutely great. Me and my girlfriend spent two nights over the weekend at this condo. First of all this place has more stuff that we could imagine. It literally includes everything you need for having a pleasant and comfortable stay....”

- Review left on 07/26/2016

$104.00

Very Good (4 reviews)

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from $104.00 / night

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Three bedroom house directly on beach with gulf vi

Siesta Key House

3 bedrooms 3
4 bathrooms
sleeps 7 7
14 nights min

Beach/lakeside relaxation
Child friendly
Air conditioning

“My husband and I stayed at Tiffany Sands for the months of February and March 2016. We loved the proximity to the beach and Siesta Key Village. The townhouse is well appointed and had nearly everything we needed for a comfortable 2 month stay. The...”

- Review left on 04/28/2016

$344.00

Very Good (2 reviews)

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from $344.00 / night

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Sand Dollar Unit at Sunset Beach Resort Beach Front property

Siesta Key Apartment

1 bedroom 1
1 bathroom
sleeps 4 4
min stay varies

Child friendly
Car not necessary
Air conditioning

Responds fast! Avg. 3 hours 2 minutes

$258.00

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from $258.00 / night

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636ontheKey - The "Belle of the Beach"

Siesta Key House

4 bedrooms 4
5 bathrooms
sleeps 14 14
min stay varies

Beach/lakeside relaxation
Child friendly
Air conditioning

“We used this house as a work retreat and a celebration! Overall, the house was perfect. Plenty of space, the views were awesome, the living room was great for a work meeting (5 people). The balconies were great. A good location...away from the town...”

- Review left on 01/23/2017

$1,145.00

Excellent (7 reviews)

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from $1,145.00 / night

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