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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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, (230)
"Great stay. Villa was clean and spacious and had everything you need including nice beach gear and beach towels. Beautiful tropical landscaping and nice pool area. Perfect location for walking to shops and restaurants on Venice Ave and short drive or bike ride to beach. 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, (174)
"The Condo was in a perfect location. Steps to the beach, steps to the free Trolley which was amazing to use to get around and see all of the Island. Was a perfect location!"
The price is AED 661
AED 1,460 total
includes taxes & fees
27 May - 28 May
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

9.8 out of 10, Exceptional, (7)
"This unit was immaculate down to details with a comfortable bed and crystal clear large smart tv. Also, steps from the marina, pool, and dining. "
The price is AED 364
AED 692 total
includes taxes & fees
14 May - 15 May
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, (30)
"Great vacation stay "
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, (45)
"My family and I had such a great stay! The house was the perfect amount of space and had its own beach access. Great place for a family beach getaway"
The price is AED 1,829
AED 3,846 total
includes taxes & fees
11 May - 12 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

9.4 out of 10, Exceptional, (57)
"Proximty to anna maria island, cleanliness, responsive host. Should repair lanai screens "
The price is AED 389
AED 630 total
includes taxes & fees
11 May - 12 May
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, (46)
"Love that it’s a close walk to the beach and Main Street. Will definitely stay here again. "
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, (53)
"Beautiful home. Has everything you need. Will stay here again. "
The price is AED 1,837
AED 3,972 total
includes taxes & fees
4 Jun - 5 Jun
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

10.0 out of 10, Exceptional, (1)
"We had a fantastic relaxing time. My niece and her family were visiting from Australia so there was 7 of us and everything was perfect - layout, cleanliness, equipped with everything one might need for a beach getaway. Would definitely recommend and book this again when having a large party of 7 or more people. "
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, (33)
"Check in was easy and the back yard was perfect."
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, (15)
"Calm neighborhood super quiet enjoyed my stay"
The price is AED 290
AED 808 total
includes taxes & fees
9 May - 10 May
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, (173)
"I have stayed at several VRBO's and this house was the cleanest we've ever stayed at! Immaculate was the word I used to my family who live near this property. Everything is updated and had every amenity you could want. I will be staying at this property for all my future visits. Thank you Amy and team!!!"
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, (6)
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, (26)
"Close to beach. Walking distance to Publix and restaurants. Enjoyed our stay. "
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

9.4 out of 10, Exceptional, (13)
"Nice decor. Comfortable bedding. Perfect accommodations for our family of three adult couples. Owner’s suite had a spacious shower. Laundry room was equipped with nice washer/dryer. Spacious ranch home in quiet neighborhood. Convenient location. "
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, (146)
"Great place close to the beach!"
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)
"Great location. Loved being able to bring our doggies! Had everything we needed! Would definitely recommend."
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, (73)
"The house is i great place to get away and enjoy the beach and house pool and hot tub. Second time staying and definitely would come back. Great host. The only thing I wish was the the pool was a little warmer but we are from Ohioso can be too picky"
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, (225)
"This house was a pleasant surprise. Extremely clean and well maintained. I plan to return this spring for a longer stay."
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)
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, (2123)
"Spacious, clean, affordable and good location for a first trip to Sarasota. "
The price is AED 553
AED 625 total
includes taxes & fees
11 May - 12 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
8.4 out of 10, Very Good, (276)
"Great place to stay. "
The price is AED 323
AED 573 total
includes taxes & fees
11 May - 12 May
Tiny House Siesta
Walk to Beach, Hot Tub, Entertainment, Great Spot!
Beach

Walk to Beach, Hot Tub, Entertainment, Great Spot!

8.8 out of 10, Excellent, (5)
"Nice neighborhood. Loved the enclosed patio. Easy access. Close to lots of good restaurants. Hot tub was nice extra. "
Walk to Beach, Hot Tub, Entertainment, Great Spot!
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.