Sarasota Holiday Rentals

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Our top choices for Sarasota holiday rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,278 reviews)
"Wonderful stay!"
United States
Victoria
The price is AU$335
includes taxes & fees
3 Feb - 4 Feb
Tropical Beach Resorts

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, (423 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
The price is AU$641
includes taxes & fees
16 Feb - 17 Feb
Haley's at The Anna Maria Island Inn

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
The price is AU$650
includes taxes & fees
8 Feb - 9 Feb
Stylish Retro Vibes Private BBQ & Beach Access

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (349 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is AU$335
includes taxes & fees
3 Feb - 4 Feb
Tiny House Siesta

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,247 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is AU$327
includes taxes & fees
3 Feb - 4 Feb
Hibiscus Suites - Gateway to Siesta Key

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Very charming place! Great location for the beach and restaurants. Would definitely stay again."
United States
Blaine
The price is AU$735
includes taxes & fees
10 Feb - 11 Feb
The Inn On Siesta Key

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,194 reviews)
"Excellent place and location, "
United States
Richard
The price is AU$378
includes taxes & fees
3 Feb - 4 Feb
Captiva Beach Resort

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (253 reviews)
"Great place! "
United States
Michelle
The price is AU$473
includes taxes & fees
16 Feb - 17 Feb
Kon Tiki Inn

3 Mi to Downtown Bradenton: Family Home w/ Yard!

3 Mi to Downtown Bradenton: Family Home w/ Yard!
3.0 star property
Bradenton
The price is AU$681
includes taxes & fees
8 Feb - 9 Feb
3 Mi to Downtown Bradenton: Family Home w/ Yard!

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (779 reviews)
"Staff was great, room very nice"
United States
LeeAnn
The price is AU$576
includes taxes & fees
13 Feb - 14 Feb
Bridgewalk Resort

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172 reviews)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
Palm Tree Villas

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, (359 reviews)
"Great place…"
United States
Debra
The price is AU$712
includes taxes & fees
16 Feb - 17 Feb
Pelican Post at Anna Maria Island Inn

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is AU$846
includes taxes & fees
10 Feb - 11 Feb
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (593 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat

Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen

Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen
Longboat Key
9.8 out of 10, Exceptional, (259 reviews)
"Very clean and “homey”. Access to the beach is so easy and close. Quaint and quiet with great access to the rest of the island. The Host communicated well and made sure our stay was everything we hoped for. "
United States
R. Brian L.
The price is AU$1,010
includes taxes & fees
15 Feb - 16 Feb
Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.4 out of 10, Exceptional, (6 reviews)
"I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. "
United States
Lourdes
The price is AU$660
includes taxes & fees
3 Feb - 4 Feb
Alamanda Villas

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.4 out of 10, Exceptional, (6 reviews)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Sleeps 8 Pets Welcome Fenced In Backyard

Sleeps 8 Pets Welcome Fenced In Backyard
2.0 star property
Southgate
Sleeps 8 Pets Welcome Fenced In Backyard

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (25 reviews)
"Clean and comfortable. "
United States
Laney
The price is AU$390
includes taxes & fees
3 Feb - 4 Feb
[escape to paradise] siesta key beach getaway

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (169 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is AU$370
includes taxes & fees
8 Feb - 9 Feb
The Hideaways at Point Pleasant (Palm Side)
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

Find out more about Sarasota

Everything you need to know about Sarasota holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sarasota holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sarasota holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sarasota holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sarasota holiday rentals we have selected for you start as low as AU$298 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sarasota rentals

At Expedia, we put the best Sarasota holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Sarasota?

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

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

Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach: This highly rated holiday home rental in Sarasota is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Sarasota are Resort Home Near Beach + Pool + Golf + Pickleball and Luxury Family Home Near Downtown & Siesta Key Beach.

How many holiday rentals are there in Sarasota?

With 368 Expedia holiday rentals, you're guaranteed 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. Other popular places to visit in the area include St. Armands Circle and Siesta Key Beach.

What’s a holiday rental in Sarasota like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sarasota. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.