Book Holiday Homes in Sarasota

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Sarasota

Siesta Key Island Rentals

Siesta Key Island Rentals

3 out of 5
515 Beach Rd, Siesta Key, FL
Stay at this 3-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are ...
Siesta Key Island Rentals
2nd-floor duplex near beach with heated pool, grill, balcony, & W/D

2nd-floor duplex near beach with heated pool, grill, balcony, & W/D

Bradenton Beach
Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Aluna Wellness Center & Spa and Bradenton Beach Marina are located nearby.
2nd-floor duplex near beach with heated pool, grill, balcony, & W/D
Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

Bradenton
Stay at this vacation home in Bradenton. Enjoy an in-room coffeemaker and air conditioning. Popular attractions The Bishop Museum of Science and Nature and Manatee ...
Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Save an average of 15% on thousands of hotels when you're signed in
Tropical Villas of Venice Beach

Tropical Villas of Venice Beach

3.5 out of 5
505 Menendez St, Venice, FL
Stay at this 3.5-star vacation home in Venice. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Venice Beach and Centennial Park ...
Tropical Villas of Venice Beach
Cozy Cottage - Steps to Riverwalk/Close to Beaches

Cozy Cottage - Steps to Riverwalk/Close to Beaches

Bradenton
Stay at this vacation home in Bradenton. Enjoy free WiFi, a water park, and a garden. Popular attractions The Bishop Museum of Science and Nature and Manatee ...
Cozy Cottage - Steps to Riverwalk/Close to Beaches
Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable

Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable

Sarasota
Book a stay at this family-friendly vacation home in Sarasota. Enjoy free WiFi, private pools, and a garden. Popular attractions Lido Beach and Siesta Key Beach ...
Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

Sarasota
Book a stay at this family-friendly vacation home in Sarasota. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Lido Beach and Siesta ...
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Updated home with enclosed pool, open layout, grill, W/D, streaming, and AC

Updated home with enclosed pool, open layout, grill, W/D, streaming, and AC

Bradenton
Stay at this vacation home in Bradenton. Enjoy private pools, a garden, and patios. Popular attractions Manatee Golf Course and Palma Sola Botanical Park are ...
Updated home with enclosed pool, open layout, grill, W/D, streaming, and AC
2nd-floor duplex near beach with heated pool, balcony, grill, W/D

2nd-floor duplex near beach with heated pool, balcony, grill, W/D

Bradenton Beach
Stay at this vacation home in Bradenton Beach. Enjoy balconies, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Aluna Wellness Center ...
2nd-floor duplex near beach with heated pool, balcony, grill, W/D
Don't see what you're looking for?
See all available properties in Sarasota
View all properties
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.

Sarasota Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sarasota vacation homes are the perfect way for you to wing it.

Holiday houses in Sarasota let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sarasota in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sarasota adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sarasota with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sarasota vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sarasota Holiday Homes essential information

Accommodation
4116 Holiday Homes
Lowest Price
NZ$287
Highest Price
NZ$434
Popular accommodation
Siesta Key Island Rentals, 2nd-floor duplex near beach with heated pool, grill, balcony, & W/D, Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!, Tropical Villas of Venice Beach, Cozy Cottage - Steps to Riverwalk/Close to Beaches, Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable, Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach, Updated home with enclosed pool, open layout, grill, W/D, streaming, and AC, 2nd-floor duplex near beach with heated pool, balcony, grill, W/D

Top trending hotels in Sarasota

Hyatt Regency Sarasota

Hyatt Regency Sarasota

4 out of 5
1000 Blvd Of The Arts, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is NZ$434 per night from 8 Jan to 9 Jan
NZ$434
includes taxes & fees
8 Jan - 9 Jan 2025
Book a stay at this eco-certified hotel in Sarasota. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
Hyatt Regency Sarasota
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is NZ$309 per night from 6 Jan to 7 Jan
NZ$309
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Kompose Boutique Hotel
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is NZ$431 per night from 30 Dec to 31 Dec
NZ$431
includes taxes & fees
30 Dec - 31 Dec
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
Carlisle Inn
Save an average of 15% on thousands of hotels when you're signed in
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is NZ$287 per night from 2 Jan to 3 Jan
NZ$287
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Spark by Hilton Sarasota Siesta Key Gateway
Don't see what you're looking for?
See all available properties in Sarasota
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.