Sarasota Vacation Rentals

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Dec 13 - Dec 14
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Dec 19 - Dec 21
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Dec 26 - Dec 28

Our top choices for Sarasota vacation rentals

Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (299)
"Great spacious room with updated amenities as well as a great white beach and amazing staff! "
United States
Rebecca
$444 nightly
The price is $502
Dec 17 - Dec 18
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior
Kon Tiki Inn

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (246)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
$138 nightly
The price is $157
Dec 15 - Dec 16
Total with taxes and fees
Kon Tiki Inn
Exterior
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (329)
"Fabulous stay! Super clean!"
United States
Sarah
$192 nightly
The price is $217
Dec 15 - Dec 16
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5146)
"Great place, easy beach access and property was beautiful. "
United States
Maria
$147 nightly
The price is $166
Dec 14 - Dec 15
Total with taxes and fees
Tropical Beach Resorts
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2211)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
$150 nightly
The price is $170
Dec 14 - Dec 15
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key
A heated pool
Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (121)
"We had a beautiful trip, the Oceanfront Oais is phenomenal!"
United States
kata
$265 nightly
The price is $296
Dec 14 - Dec 15
Total with taxes and fees
Oceanfront Oasis – Longboat Key 226 by RVA
Outdoor pool, pool umbrellas, sun loungers
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (766)
"Great stay!"
United States
Sufyan
$273 nightly
The price is $309
Dec 14 - Dec 15
Total with taxes and fees
Bridgewalk Resort
Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn

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, (399)
"Beautiful location. Walking distance to beach. "
United States
Maria
$148 nightly
The price is $167
Dec 18 - Dec 19
Total with taxes and fees
Haley's at The Anna Maria Island Inn
Outdoor pool
Alamanda Villas

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
10.0 out of 10, Exceptional, (3)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
$426 nightly
The price is $460
Dec 14 - Dec 15
Total with taxes and fees
Alamanda Villas
Front of property - evening/night
Captiva Beach Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1171)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
$153 nightly
The price is $171
Dec 14 - Dec 15
Total with taxes and fees
Captiva Beach Resort
On the beach, white sand
A Beach Retreat

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (576)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
$184 nightly
The price is $208
Dec 14 - Dec 15
Total with taxes and fees
A Beach Retreat
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Inn On Siesta Key

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
$226 nightly
The price is $256
Dec 14 - Dec 15
Total with taxes and fees
The Inn On Siesta Key
A heated pool
Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (83)
"First time staying in this area and really enjoyed the property. Would definitely stay again!"
United States
Michelle F.
$316 nightly
The price is $353
Dec 14 - Dec 15
Total with taxes and fees
Silver Sands 1BR – Gulfside Comfort #255 by RVA
Smart TV, stereo
Charming home near Anna Maria Island with Jacuzzi

Charming home near Anna Maria Island with Jacuzzi

Charming home near Anna Maria Island with Jacuzzi
2.0 star property
Bradenton
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
United States
Kyle S.
$265 nightly
The price is $296
Dec 19 - Dec 20
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi
Deluxe Suite, 2 Bedrooms | Living area | TV
SeaSpray Resort

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (77)
"Perfect location, helpful staff, awesome place! "
United States
Mark Gregory
$199 nightly
The price is $225
Dec 14 - Dec 15
Total with taxes and fees
SeaSpray Resort
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (346)
"Enjoyable stay. "
United States
Lori
$212 nightly
The price is $239
Dec 14 - Dec 15
Total with taxes and fees
Tiny House Siesta
On the beach, sun loungers, beach towels
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
9.8 out of 10, Exceptional, (80)
"Beautiful location and the beach is amazing "
United States
Heather A.
$351 nightly
The price is $391
Dec 19 - Dec 20
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Exterior
Siesta Key Island Rentals

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (53)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
$248 nightly
The price is $280
Dec 18 - Dec 19
Total with taxes and fees
Siesta Key Island Rentals
Smart TV, books
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Siesta Key
9.8 out of 10, Exceptional, (101)
"Great location and the private beach was so nice! "
United States
Ashley N.
$355 nightly
The price is $397
Jan 4 - Jan 5, 2026
Total with taxes and fees
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Beach
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
Bradenton
10.0 out of 10, Exceptional, (117)
"We enjoyed our stay. Host is nice and respond quickly. "
Canada
Sonia S.
$260 nightly
The price is $290
Dec 15 - Dec 16
Total with taxes and fees
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
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

Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key

10/10 Excellent
"We arrived late at night and had no issues getting our room; the night clerk was friendly. The room was large and clean. The bed itself was comfortable but there was no mattress protector and the pillows were the size of a couch throw pillow. I can’t comment on breakfast because we met our son for breakfast at a local restaurant. It was a good value compared to other hotels in the area. I would stay here again but bring my own pillows. "
Lori 1-night trip
Posted 20 hours ago
Comfort Suites Sarasota - Siesta Key

Price trends for vacation rentals in Sarasota

Less expensive
More expensive
This month
Next month
November
March
$325
$340
Month
Price
January
$340
February
$448
March
$449
April
$396
May
$345
June
$368
July
$391
August
$352
September
$308
October
$304
November
$273
December
$325
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 $140 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 picturesque gardens and entertainment choices this destination is known for. While you're in the area, you can also enjoy the popular beaches and fascinating museums.

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

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach: This Sarasota vacation home rental is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Sarasota are HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes and Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks.

How many vacation rentals are there in Sarasota?

With 369 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 Van Wezel Performing Arts Hall. Marina Jack and Ed Smith Stadium 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.