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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (5,947 reviews)
"Amazing resort,"
United States
kurt
$158 nightly
The price is $179
Oct 7 - Oct 8
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, (1,317 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
$168 nightly
The price is $188
Oct 15 - Oct 16
Total with taxes and fees
Captiva Beach Resort
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.

3. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (188 reviews)
"Great place with a bunch of little touches that put it above and beyond"
United States
Rafe
$209 nightly
The price is $236
Nov 4 - Nov 5
Total with taxes and fees
SeaSpray Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

4. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,459 reviews)
"This place was perfect!"
United States
Kat
$127 nightly
The price is $144
Oct 8 - Oct 9
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key
A pair of stacked front-loading washing machines in a commercial setting.

5. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
$317 nightly
The price is $358
Oct 8 - Oct 9
Total with taxes and fees
Beach View 100ft To Beach and SPA
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 7 - Oct 8
Total with taxes and fees
Siesta Vibe Pool Walk To Crescent Beach
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

7. 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 7 - Oct 8
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

8. 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 7 - Oct 8
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A residential backyard with a lawn, a wooden deck, and a white house with a grey roof.

9. 4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota

4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota
3.0 star property
Ridge Wood Heights
$224 nightly
The price is $253
Oct 7 - Oct 8
Total with taxes and fees
4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

10. Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
The Meadows
10.0 out of 10, Exceptional, (29 reviews)
"The perfect place and the best rental I’ve stayed in!! All the descriptions are perfect. If you’re looking for a private getaway that’s close and cozy, this is it."
United States
Emma
$195 nightly
The price is $217
Oct 7 - Oct 8
Total with taxes and fees
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
A modern bedroom with a bed, a bedside table, a round dining table with chairs, and a large window with curtains.

11. [escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
$258 nightly
The price is $262
Oct 7 - Oct 8
Total with taxes and fees
[escape to paradise] siesta key beach getaway
A wooden pathway leading to a beach with lush greenery on either side.

12. Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (140 reviews)
"We loved it and recommend it and definitely plan another. Locals only lol."
United States
Kenneth
$286 nightly
The price is $319
Oct 7 - Oct 8
Total with taxes and fees
Oceanfront Oasis – Longboat Key 226 by RVA
A wooden pathway leading to a beach with lush greenery on either side.

13. 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.
$271 nightly
The price is $302
Oct 12 - Oct 13
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A beach with clear turquoise water and a sandy shore.

14. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (75 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
$191 nightly
The price is $213
Oct 8 - Oct 9
Total with taxes and fees
The "Grouper"
A modern kitchen with a central island, stainless steel appliances, and a large window providing natural light.

15. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Clean and nice place"
United States
Ismael
$251 nightly
The price is $280
Oct 11 - Oct 12
Total with taxes and fees
Cozy Private Cottage, Minutes to Anna Maria Island
A beach with clear turquoise water and a sandy shore.

16. Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (93 reviews)
"The location of the condo is 10 out of 10. The views and beach access cannot be beat. We enjoyed the space and appreciated the small but functional kitchen. We even found some beach supplies and an umbrella in the closet! This is a very great space and location. We will be back!"
United States
Anthony B.
$358 nightly
The price is $394
Oct 14 - Oct 15
Total with taxes and fees
Best views of the beach from your balcony Unit 301
A beach with tall grasses and a sunset.

17. Beachside Studio Located Across from Main Beach and Half Mile to Village

Beachside Studio Located Across from Main Beach and Half Mile to Village
Sarasota
8.8 out of 10, Excellent, (170 reviews)
"The rental had everything promised. The bed and couch were very comfortable. Everything was clean. Beach access was great. The chairs, cooler, and canopy were were just what was needed to maximize our enjoyment on a great beach."
United States
Karen G.
$235 nightly
The price is $262
Oct 7 - Oct 8
Total with taxes and fees
Beachside Studio Located Across from Main Beach and Half Mile to Village
A beach with waves and a sunset sky.

18. 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 18 - Oct 19
Total with taxes and fees
Anna Maria Sunsets - studio
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

19. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (687 reviews)
"Great stay!!"
United States
Genghis
$205 nightly
The price is $231
Nov 4 - Nov 5
Total with taxes and fees
A Beach Retreat
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, (234 reviews)
"Great place to stay!"
United States
Donna B.
$325 nightly
The price is $362
Oct 7 - Oct 8
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

Carlisle Inn

Carlisle Inn

10/10 Excellent
"Never disappoints. Comfortable beds, very clean, great breakfast."
Amy 3-night trip
Posted 3 hours ago
Carlisle Inn

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.