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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 5139 Vacation Homes in Sarasota with updated reviews, rates, and availability.

Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (226)
"Amazing 3 day get away. The best place to stay in Venice! "
Tropical Villas of Venice Beach
Anna Maria Beach Condo 1/1
Property grounds

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (171)
"The condo was exactly what we needed, roomy and kitchen was well equipped. Pretty centrally located and plenty of parking. Would definitely stay again"
The price is AED 643
AED 1,436 total
includes taxes & fees
14 Apr - 15 Apr
Anna Maria Beach Condo 1/1
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
Marina

New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette

10.0 out of 10, Exceptional, (4)
"The room which is privately owned is beautiful, exactly like the photos, very well appointed. The location is an older property and who ever redid this room did a great job. The check in and out process was seamless, onsight parking and restaurant/bar/pool/ work out room /boat rental was very convenient. That said, things out of this owner's control but worth noting is you are directly in a flight landing /take off pattern and the planes low and loud. Also the ice machine is right across from...
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
Siesta Key Island Rentals
Room amenity

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
On the beach, sun loungers, beach towels

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

9.6 out of 10, Exceptional, (41)
"The house was certainly as advertised. The beach access was AMAZING and so great to be able to use beach chairs, toys, etc. We loved dining al fresco and had a fabulous stay!"
The price is AED 2,931
AED 5,183 total
includes taxes & fees
1 May - 2 May
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Terrace/patio

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

9.2 out of 10, Wonderful, (53)
"Host was attentive. No problem with stay."
The price is AED 367
AED 613 total
includes taxes & fees
17 Apr - 18 Apr
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Close to Beach Access #7, Short Walk to the Village
Beach nearby, sun loungers, beach towels

Close to Beach Access #7, Short Walk to the Village

9.8 out of 10, Exceptional, (45)
"The property was very clean and the check in process was incredibly easy. Just a couple minor issues like some wall outlets not working and the shower/bathtub not draining very well. They provided us with beach towels, beach chairs and umbrellas. Close to the beach, shops and dining. Would recommend for couples and families. "
The price is AED 731
AED 1,992 total
includes taxes & fees
2 May - 3 May
Close to Beach Access #7, Short Walk to the Village
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches
Beach nearby, beach towels

Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches

9.8 out of 10, Exceptional, (52)
"Absolutely perfect!!"
The price is AED 2,020
AED 4,206 total
includes taxes & fees
14 Apr - 15 Apr
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches
Heavenly Sunset: Paradise on Anna Maria Island
On the beach

Heavenly Sunset: Paradise on Anna Maria Island

Heavenly Sunset: Paradise on Anna Maria Island
Private Oasis in Sarasota Florida
Indoor pool

Private Oasis in Sarasota Florida

10.0 out of 10, Exceptional, (30)
"An older charming little place with total privacy and the cutest backyard paradise. We had a wonderful time! So close to town and beautiful beaches too. Definitely coming back "
Private Oasis in Sarasota Florida
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Smart TV, Netflix, streaming services

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

9.2 out of 10, Wonderful, (13)
"Great location! Clean, easy to find and perfect amount of room. "
The price is AED 290
AED 808 total
includes taxes & fees
21 Apr - 22 Apr
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Private pool House with Fountains & Beach Walkable
Beach nearby

Private pool House with Fountains & Beach Walkable

9.6 out of 10, Exceptional, (172)
"We all enjoyed the house especially the area where it was located. It was very quiet and relaxing to enjoy the pool throughout the day. All the stores and restaurants were easily accessible by car. "
Private pool House with Fountains & Beach Walkable
Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly
Miscellaneous

Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly

2.0 star property
10.0 out of 10, Exceptional, (4)
"What a great find! House was freshly remodeled, had all the amenities we needed. The communication from the host was 1st class. If you are looking for a great vacation rental that has it all, close to town, in a nice neighborhood, this is it. Oh, one more thing which is so important to me, they have comfortable beds!!! "
Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly
Beachwalker Apartment: Duplex within 100 steps to the sand.
Outdoor dining

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.2 out of 10, Wonderful, (25)
"property was great! perfect location that ws close to everything. only "complaints" we had was, we could have used more pillows ;)"
Beachwalker Apartment: Duplex within 100 steps to the sand.
Siesta Beach Getaway - Minutes to Beach, Shops, Dining
Interior

Siesta Beach Getaway - Minutes to Beach, Shops, Dining

9.6 out of 10, Exceptional, (11)
"The house was lovely and was close to many amenities and several beaches. The neighborhood was very quiet. "
Siesta Beach Getaway - Minutes to Beach, Shops, Dining
Private retreat walking distance to beautiful beaches and restaurants.
Beach nearby, sun loungers, beach towels

Private retreat walking distance to beautiful beaches and restaurants.

10.0 out of 10, Exceptional, (142)
"Very cozy little place to stay for the weekend with good access to Annamarie Island"
Private retreat walking distance to beautiful beaches and restaurants.
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Outdoor pool, a heated pool

Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!

9.0 out of 10, Wonderful, (57)
"The pool was not very clean. No lights in the BBQ area and pool area. No gas for BBQ , we have to buy it. "
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Pineapples House - POOL private SOUTH facing - HOT TUB-close to BEACHES-walkable
Fridge, microwave, oven, stovetop

Pineapples House - POOL private SOUTH facing - HOT TUB-close to BEACHES-walkable

10.0 out of 10, Exceptional, (70)
"My wife, teenage daughter, and myself enjoyed our stay in March 2025 (4 days). The backyard was private and the pool was wonderful. We spent more time enjoying the pool than traveling to the beach--Siesta Key Beach is approximately 20 minutes away by car depending on the time of day. There are plenty of pool toys, bikes, and a well-stocked kitchen. "
Pineapples House - POOL private SOUTH facing - HOT TUB-close to BEACHES-walkable
Private Heated Pool House 6 miles from the Beach
Beach nearby, sun loungers, beach towels

Private Heated Pool House 6 miles from the Beach

9.8 out of 10, Exceptional, (222)
"Nice pool. TV was good; kitchen equipped well for a short stay. Quiet neighborhood."
Private Heated Pool House 6 miles from the Beach
2-bedroom Spacious townhome in Osprey
Fridge, microwave, oven, stovetop

2-bedroom Spacious townhome in Osprey

10.0 out of 10, Exceptional, (6)
"property was immaculate, Host was very helpful, an excellent shower, beds very comfortable, location quiet and secluded.will stay again when in Osprey."
2-bedroom Spacious townhome in Osprey
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sarasota

Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2111)
"Everything was good "
The price is AED 606
AED 684 total
includes taxes & fees
1 May - 2 May
Hibiscus Suites - Gateway to Siesta Key
Tiny House Siesta
Cabin (Tiny House - Yellow Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

2.0 star property
8.2 out of 10, Very Good, (256)
"The check in process was very easy. I spoke with Nina on the phone about booking a second night and she was a pleasure to talk to. The property is very well kept and the tiny house is really cool. It has been a really fun experience! "
The price is AED 323
AED 573 total
includes taxes & fees
22 Apr - 23 Apr
Tiny House Siesta
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Beach nearby, sun loungers, beach towels

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

10.0 out of 10, Exceptional, (134)
"Sue is a fantastic host to work with. Everything came as advertised and my stay was the best! I would highly recommend this property if you are planning a stay on Lido Key.Thx, Chet"
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.