Sarasota Vacation Rentals on the Water - Waterfront Rentals in Sarasota

2BR/2b Ground Floor Condo - Furnished, Seasonal

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 4 4
30 nights min

Swimming pool
Ask about children
Air conditioning

$70

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from $70 / night

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vacation rentals

Sarasota Condo

2 bedrooms 2
1 bathroom
Sleeps 6 6
1 night min

Beach/lakeside relaxation
Swimming pool
Ask about children

“My family had an extended summer vacation in Sarasota, which proved to be a wonderful experience. The Condo was clean, well-maintained and very comfortable. It is located near shopping and is very close to the beach. The area is safe and very quiet...”

- Review left on 11/02/2014

$75

Very Good (2 reviews)

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from $75 / night

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Newly Remodeled 3Bed 2Bath Bungalow Block to Beach

Lido Key House

3 bedrooms 3
2 bathrooms
Sleeps 11 11
Min stay varies

Swimming pool
Ask about children
Air conditioning

$300

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from $300 / night

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Beautiful Siesta Key Condo Just Steps From Siesta Beach

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 5 5
Min stay varies

Beach/lakeside relaxation
Swimming pool
Ask about children

“We had such a wonderful trip to Siesta Key! The condo was very nice. Beautifully decorated, very clean, and great location! Everything from booking it to checking out was very easy. Everything we needed was available to us, and more! Everybody...”

- Review left on 08/02/2016

$152

Excellent (9 reviews)

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from $152 / night

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Sea La Vie! A perfect location -a walk from Saint Armand's Circle & Lido Beach

Sarasota House

4 bedrooms 4
3 bathrooms
Sleeps 6 6
7 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

“We spent a week at this property & absolutely loved it. Even our kids (ages 21 & 25) were saying best time ever. We had planned to do a couple day trips to the Orlando area and only ended up leaving the area once (to Universal) because no one...”

- Review left on 10/16/2014

$343

Excellent (1 reviews)

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from $343 / night

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Lakeside LosLagos LeisureVacation Rental Sarasota

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 4 4
14 nights min

Beach/lakeside relaxation
Nearest beach 6 mi
Swimming pool

$76

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from $76 / night

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Large Executive Water-Front Property

Sarasota House

6 bedrooms 6
6 bathrooms
Sleeps 12 12
Min stay varies

Beach/lakeside relaxation
Swimming pool
Ask about children

$550

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from $550 / night

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Luna Nueva - Exciting New 3/2 Heated Pool Home, Minutes to Siesta Key!

Sarasota House

3 bedrooms 3
2 bathrooms
Sleeps 8 8
7 nights min

Swimming pool
Child friendly
Air conditioning

$150

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from $150 / night

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Directly Overlooking Private Beach on Siesta Key

Sarasota House

4 bedrooms 4
2 bathrooms
Sleeps 11 11
Min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

“It doesn't get any better! We rented the property for a week of wedding adventures and it was lovely! Low key enough, beautifully maintained, clean, fresh and beach front! Easy to hang out on the property and cook your own meals, enjoy the hammock,...”

- Review left on 01/16/2015

$450

Excellent (6 reviews)

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from $450 / night

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Morgan Properties-2227 Constitution Blvd-Renovated 3 bed/2.5 Bath Phillipi Creek

Sarasota House

3 bedrooms 3
3 bathrooms
Sleeps 6 6
14 nights min

Swimming pool
Child friendly
Air conditioning

$115

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from $115 / night

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Tropical Pool Home Near Siesta Key, Pet Friendly! AUGUST OPEN - 2 WEEKS $1000 !!

Sarasota House

2 bedrooms 2
2 bathrooms
Sleeps 4 4
30 nights min

Nearest beach 3 mi
Swimming pool
Ask about children

“This is our fourth or fifth year that we have come to the villa in December we absolutely love it . There is so much to do there are tennis courts & communal pool, there is a mall around the corner plenty of publix & a short drive to the beach. The...”

- Review left on 12/29/2016

$70

Very Good (7 reviews)

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from $70 / night

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Serenity Cottage

Sarasota House

3 bedrooms 3
4 bathrooms
Sleeps 8 8
Min stay varies

Swimming pool
Ask about children
Air conditioning

$206

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from $206 / night

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On Crescent Beach with panaramic veiws of the gulf

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 4 4
14 nights min

Beach/lakeside relaxation
Swimming pool
Ask about children

“This was the most relaxing clean and friendly stay ever! I have been to Florida each year for 14 years and this was by far the best trip ever! I was very please with the place we stayed the view and the weather was just fantastic! I suggest anyone...”

- Review left on 04/29/2016

$258

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from $258 / night

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Great Location Heated Pool Private beach access

Sarasota Condo

1 bedroom 1
1 bathroom
Sleeps 5 5
Min stay varies

Swimming pool
Child friendly
Air conditioning

“First time staying at this condo, and we were not disappointed! It was very clean and nicely decorated! It had everything that we needed for our week stay. The location was great! Close to the beach, pool, stores and Captain Curt's, which is a...”

- Review left on 11/28/2016

$145

Excellent (21 reviews)

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from $145 / night

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Star Fish Casita

Sarasota House

2 bedrooms 2
2 bathrooms
Sleeps 6 6
Min stay varies

Swimming pool
Ask about children
Air conditioning

“We had a great time once we knew all the logistics of the place. Great weather warm and sunny. My kind of time. Definitely will go again...”

- Review left on 10/16/2016

$146

Excellent (1 reviews)

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from $146 / night

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Waterfront 2BR 2 Bath Suite at the Sara Bay Marina

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 8 8
Min stay varies

Beach/lakeside relaxation
Nearest beach 10 mi
Child friendly

“We rented this two bedroom listed as a Condo, it is really two adjoining hotel rooms with kitchenettes. Nice accommodations, however the shower heads could be a little higher not convenient for taller people. Great view, right on Marina, close to the...”

- Review left on 01/23/2015

$79

Very Good (2 reviews)

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from $79 / night

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Sandy Seahorse Cottage

Sarasota House

6 bedrooms 6
6 bathrooms
Sleeps 16 16
Min stay varies

Ask about children
Air conditioning

$386

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from $386 / night

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Sarasota Deluxe King Waterfront Suite

Sarasota Condo

1 bedroom 1
1 bathroom
Sleeps 2 2
3 nights min

Beach/lakeside relaxation
Nearest beach 9 mi
Ask about children

$49

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from $49 / night

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Crescent Cottage

Sarasota House

4 bedrooms 4
3 bathrooms
Sleeps 10 10
Min stay varies

Swimming pool
Ask about children
Air conditioning

$286

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from $286 / night

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quiet cove

Sarasota House

3 bedrooms 3
3 bathrooms
Sleeps 8 8
Min stay varies

Beach/lakeside relaxation
Swimming pool
Ask about children

$164

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from $164 / night

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Old house

Sarasota House

4 bedrooms 4
2 bathrooms
Sleeps 8 8
Min stay varies

Swimming pool
Ask about children
Air conditioning

“Loved the location of Casa Antigua. Very peaceful yet only a short drive to shops and beaches. Really enjoyed having a private pool and swam nearly every day (water little bit chilly at start of week but gradually warmed up once heater put on)....”

- Review left on 12/01/2016

$157

Very Good (2 reviews)

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from $157 / night

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Smart 2 bed 2 bath villa at Village Des Pins close to Siesta Key!!

Sarasota Villa

2 bedrooms 2
2 bathrooms
Sleeps 6 6
7 nights min

Nearest beach 3 mi
Swimming pool
Child friendly

“We really like this place. The beaches are the best ever!!! We had great time in family. 5 min walk to Costco and other store. House very clean, good for a familly of 6. We appreciate having a pool near the house for an evening activity after the...”

- Review left on 09/14/2016

$149

Excellent (21 reviews)

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from $149 / night

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Siesta Key Beach with gorgeous sunsets in Siesta Key

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 4 4
7 nights min

Ask about children
Air conditioning

“Love this place! The pictures you see do not do it justice! Immaculate! Beach is right across the street! Located in a great area! Cannot say enough about the place! It is decorated just how I'd love to have mine! Stocked with everything you could...”

- Review left on 05/30/2016

$105

Excellent (8 reviews)

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from $105 / night

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Walk to beach & St Armand's Circle !!!

Sarasota Guest house

1 bedroom 1
1 bathroom
Sleeps 2 2
Min stay varies

Swimming pool
Air conditioning
Private garden

“My husband and I stayed in Joyce and Jeff's beautiful guest apartment for two weeks. Everything was perfect inside and out. The property was immaculate and the owners included extra touches that went above and beyond. While we spent most of our time...”

- Review left on 08/09/2017

$100

Excellent (26 reviews)

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from $100 / night

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Casita Sol

Sarasota House

2 bedrooms 2
1 bathroom
Sleeps 4 4
Min stay varies

Ask about children
Air conditioning

“If you are considering renting a condo for your trip to Siesta Key, don't. Rent Casita Sol. I'm not sure how spacious it is compared to nearby condos, but I can tell you that you won't get two awesome outdoor living spaces (front and back) when you...”

- Review left on 06/15/2016

$146

Excellent (2 reviews)

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from $146 / night

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Timberwoods Vacation Villa Best Value in Sarasota

Sarasota Villa

2 bedrooms 2
2 bathrooms
Sleeps 6 6
7 nights min

Swimming pool
Child friendly
Air conditioning

“The condo was perfect for our stay. Plenty of room to spread out and everyone had their own space. Highly recommend...”

- Review left on 07/22/2015

$75

Excellent (2 reviews)

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from $75 / night

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Gorgeous Views in this Siesta Key Condo

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 6 6
7 nights min

Swimming pool
Ask about children
Air conditioning

“We loved this affordable rental vacation spot! Everything was as explained and our family can't wait to visit again. We highly recommend this property...”

- Review left on 07/17/2016

$145

Very Good (6 reviews)

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from $145 / night

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Siesta Key Beach with gorgeous sunsets in Siesta Key

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 4 4
7 nights min

Beach/lakeside relaxation
Ask about children
Air conditioning

“Found this property on the website and I'm glad I did. Ms Kathy is great! The property was beautiful. From the minute we walked in, the place is very nice and relaxing. Everything you need in the comfort of your home including beach equipments. Felt...”

- Review left on 07/20/2016

$105

Excellent (17 reviews)

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from $105 / night

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A Tropical 2Br Retreat on a Florida Isle

Sarasota Condo

2 bedrooms 2
2 bathrooms
Sleeps 5 5
7 nights min

Swimming pool
Ask about children
Air conditioning

“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

$271

Excellent (2 reviews)

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from $271 / night

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Casita Blanca

Sarasota House

2 bedrooms 2
1 bathroom
Sleeps 4 4
Min stay varies

Ask about children
Air conditioning

“My wife, two boys and I stayed here for a week for my wife and sons birthday. We had a great time and everything was as advertised. The pool and beach are right there, the house was cozy and everything was great. We even had cupcakes waiting upon our...”

- Review left on 05/23/2016

$146

Excellent (1 reviews)

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from $146 / night

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Delightful Downtown Sarasota cottage

Sarasota House

1 bedroom 1
1 bathroom
Sleeps 2 2
Min stay varies

Ask about children
Air conditioning

“We stayed for two weeks at this lovely restored and well appointed cottage. It is in a location within walking distance to downtown Sarasota and in a quiet neighborhood.The restaurants and theater options are many and close by. Our hosts are charming...”

- Review left on 04/25/2016

$122

Excellent (20 reviews)

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from $122 / night

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