A beach with a wooden pier extending into the turquoise sea, palm trees, and people walking on the pier.

Sarasota Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Sarasota vacation rentals

A pool area with a waterfall feature, lounge chairs, and palm trees.

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,935 reviews)
"Amazing resort,"
United States
kurt
$158 nightly
The price is $179
Oct 4 - Oct 5
Total with taxes and fees
Tropical Beach Resorts
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

2. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,314 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
$177 nightly
The price is $197
Oct 6 - Oct 7
Total with taxes and fees
Captiva Beach Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

3. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,456 reviews)
"This place was perfect!"
United States
Kat
$127 nightly
The price is $144
Oct 3 - Oct 4
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

4. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (186 reviews)
"Property and room were beautiful!! Right across the street from the beach ⛱️"
United States
Michelle Suzanne
$224 nightly
The price is $253
Nov 2 - Nov 3
Total with taxes and fees
SeaSpray Resort
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

5. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (474 reviews)
"Great location and walking distance to the beach"
United States
Francesca
$214 nightly
The price is $241
Oct 6 - Oct 7
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
A living room with a sofa, armchair, coffee table, and a potted plant.

6. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
$358 nightly
The price is $405
Oct 3 - Oct 4
Total with taxes and fees
Siesta Vibe Pool Walk To Crescent Beach
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

7. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (686 reviews)
"Great stay!!"
United States
Genghis
$210 nightly
The price is $237
Oct 4 - Oct 5
Total with taxes and fees
A Beach Retreat
A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'

8. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (834 reviews)
"I loved this hotel"
United States
Raisare
$314 nightly
The price is $355
Oct 6 - Oct 7
Total with taxes and fees
Bridgewalk Resort
A covered outdoor area with a wooden table and chairs, a white door, and a yellow wall.

9. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
$341 nightly
The price is $385
Oct 4 - Oct 5
Total with taxes and fees
Yellow Palm Cottage, Heart of Siesta Key
A pair of stacked front-loading washing machines in a commercial setting.

10. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
$313 nightly
The price is $354
Oct 4 - Oct 5
Total with taxes and fees
Beach View 100ft To Beach and SPA
A wooden boardwalk leading to a beach with a view of the ocean and clouds in the sky.

11. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (485 reviews)
"perfect"
United States
Danielle
$199 nightly
The price is $225
Oct 7 - Oct 8
Total with taxes and fees
Haley's at The Anna Maria Island Inn
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

12. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
$238 nightly
The price is $265
Oct 4 - Oct 5
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A beach with waves and a sunset sky.

13. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (287 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly as described. The location was great, and everything we needed was available. The host was friendly, responsive, and made the whole experience easy and enjoyable. We would definitely stay here again and highly recommend it! ⭐️⭐️⭐️⭐️⭐️"
United States
Elizabeth
$263 nightly
The price is $292
Oct 4 - Oct 5
Total with taxes and fees
Anna Maria Sunsets - studio
A water slide in a pool area with a rocky backdrop and a small waterfall.

14. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.2 out of 10, Wonderful, (10 reviews)
"I would stay again, very accommodating"
United States
Deliondra
Cedar Run Resort - Roam Hospitality
A wooden pathway leading to a beach with lush greenery on either side.

15. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
$270 nightly
The price is $301
Oct 4 - Oct 5
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A modern living room with a balcony overlooking the sea, a flat-screen TV, a sofa, and a coffee table.

16. Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (119 reviews)
"TCI is a great place to stay. Close to the beach, grocery store, shopping and walking paths. The condo was very clean and has all the amenities needed. The staff if very approachable and easy to connect with for any questions. This is our 2nd stay and we will return."
United States
Anonymous traveler
$345 nightly
The price is $379
Oct 4 - Oct 5
Total with taxes and fees
Sunset and beach view from your balcony Unit 403
A beach with tall grasses and a sunset.

17. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.2 out of 10, Wonderful, (145 reviews)
"We loved it!"
United States
John S.
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
A wide sandy beach with clear turquoise water and a clear blue sky.

18. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (100 reviews)
"Beautiful property. Will definitely stay again."
United States
Tami T.
$418 nightly
The price is $466
Oct 4 - Oct 5
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
A beach with a wooden picnic table, palm trees, and a clear blue sea.

19. Studio Retreat Across the Street from Beautiful Siesta Key Beach

Studio Retreat Across the Street from Beautiful Siesta Key Beach
Siesta Key
9.0 out of 10, Wonderful, (167 reviews)
"Perfect location, cozy couples get away."
United States
Hetty B.
$292 nightly
The price is $326
Oct 25 - Oct 26
Total with taxes and fees
Studio Retreat Across the Street from Beautiful Siesta Key Beach
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

20. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (233 reviews)
"Great place to stay!"
United States
Donna B.
$345 nightly
The price is $384
Oct 4 - Oct 5
Total with taxes and fees
Anna Maria Beach Condo 1/1
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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Top Sarasota Hotel Reviews

Lantern Inn & Suites

Lantern Inn & Suites

8/10 Good
"Rooms were immaculate and newly renovated, care taken for providing all the 4 star hotel extras in terms of rooms. Pool was well heated, handicap accessible, with chair lift for pool as well as permanent specialized outdoor seating for sunbathing. Tiki huts and seating galore for able bodied. Fun outdoor Tiki bar that the locals frequent that adds to the great ambience. Close to shopping and beaches."
Michele 6-night trip
Posted 5 hours ago
Lantern Inn & Suites

Price trends for vacation rentals in Sarasota

Less expensive
More expensive
This month
Next month
May
March
$332
$362
Month
Price
January
$404
February
$477
March
$491
April
$379
May
$325
June
$357
July
$370
August
$342
September
$328
October
$332
November
$362
December
$391
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Sarasota. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Sarasota

Everything you need to know about Sarasota vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sarasota vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sarasota vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sarasota vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sarasota. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sarasota in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $144 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sarasota rentals

At Expedia, we put the best Sarasota vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sarasota rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sarasota vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sarasota. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Sarasota?

Yes, there are vacation rentals in Sarasota close to Marie Selby Botanical Gardens, or you can choose a secluded option if you're looking for extra privacy while you relax. Visitors to Sarasota like the popular beaches and fascinating museums this destination is known for. While you're in the area, you can also enjoy the picturesque gardens and entertainment choices.

What are some of the best vacation rentals that Sarasota has to offer?

BEAUTIFULL VACATION HOUSE: This Sarasota vacation home rental is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Other favorite homes for rent in Sarasota are Casa Siesta - Luxury Siesta Key Beach House and Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido..

How many vacation rentals are there in Sarasota?

With 337 Expedia vacation rentals, you're sure to find just the right place for your Sarasota stay.

What’s there to see and do in Sarasota?

Enjoy the outdoors at Lido Beach and Marie Selby Botanical Gardens, or simply take in cultural attractions like Sarasota Opera House and John and Mable Ringling Museum of Art. Marina Jack and Van Wezel Performing Arts Hall are other places to visit while you're in town.

What’s a vacation rental in Sarasota like?

Vacation rentals are private properties you can stay in for short or long periods in Sarasota. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.