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Holiday Rentals in Sarasota

Find the holiday rentals that appeal to you the most

The best holiday rentals in Sarasota

Check out our pick of great holiday rentals in Sarasota

Most booked holiday rentals in Sarasota and surroundings in the past month

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Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 43 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 8 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 4 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 25 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 4 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 396 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 193 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 672 reviews

Popular with guests booking holiday rentals in Sarasota

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 282 reviews

Enjoy breakfast in Sarasota and nearby

Julia Place

Sarasota
Breakfast options
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 9 reviews

Located 7.3 km from The John And Mable Ringling Museum Of Art and 1.5 km from Sarasota Opera in the centre of Sarasota, Julia Place provides accommodation with free WiFi and free private parking.

Julia Place

Sarasota
Breakfast options
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 36 reviews

Situated right in the centre of Sarasota, 7.3 km from The John And Mable Ringling Museum Of Art, Julia Place features air-conditioned accommodation with free WiFi and a flat-screen TV.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 24 reviews

The Julia Place Carriage House features accommodation located less than 1 km from the centre of Sarasota and offers a garden and a terrace.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Right in the heart of Sarasota, situated within a short distance of Sarasota Opera and Sarasota County Visitor Information Center And History Museum, Beach-town Pet-Friendly Downtown Home @ 10 acre...

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

In the centre of Sarasota, located within a short distance of Sarasota Opera and Sarasota County Visitor Information Center And History Museum, Downtown--Pet-Friendly--Lido Beach--Opera--Symphony--...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Right in the centre of Sarasota, situated within a short distance of Sarasota Opera and Sarasota County Visitor Information Center And History Museum, 3BD 3BA - Garage - Pet friendly - Balcony - Lido...

Featuring an outdoor pool, a hot tub and spa facilities, Luxury Home in Downtown Sarasota, HTD POOL/Hot tub is set in Sarasota, 7.9 km from The John And Mable Ringling Museum Of Art and 2.3 km from...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

In the centre of Sarasota, located within a short distance of Sarasota Opera and Marina Jack Restaurant And Marina, Sarasota Home in Historic District with Patio!

Highly rated holiday rentals in Sarasota and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 42 reviews

Offering a garden and garden view, Entire Guesthouse 5 mins to Siesta Key & downtown is situated in Sarasota, 5.4 km from Marina Jack Restaurant And Marina and 6.9 km from Sarasota County Visitor...

From US$238.16 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 17 reviews

Featuring air-conditioned accommodation with a patio, Heat of Siesta Village Walk to Beach w heated Pool is located in Siesta Key.

From US$410.49 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 10 reviews

Featuring air-conditioned accommodation with a private pool, garden view and a balcony, Sarasota Updated pool home, Near Siesta Key is located in Sarasota.

From US$696.39 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 282 reviews

Spanning 2 city blocks and located just 529 metres from Siesta Beach, Tropical Breeze Resort features two heated on-site pools and a spa. Guests will be 15 km from Mote Marine Laboratory and Aquarium.

From US$371.86 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 672 reviews

Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.

From US$308.21 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 22 reviews

Siesta Key Beach - Capri 665 #4 is located in Siesta Key, 18 km from The John And Mable Ringling Museum Of Art, 20 km from Sarasota International Convention Center, and 12 km from Marina Jack...

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 22 reviews

Located 18 km from John And Mable Ringling Museum Of Art, 18 km from The John And Mable Ringling Museum Of Art and 20 km from Sarasota International Convention Center, Siesta Key Beach - Bari 665 #2...

From US$320.70 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 13 reviews

Located in Sarasota, 17 km from John And Mable Ringling Museum Of Art and 18 km from The John And Mable Ringling Museum Of Art, 1+1 Large condo Sarasota offers an outdoor swimming pool and air...

From US$369.60 per night

These holiday rentals in Sarasota and nearby have options with free cancellation

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 4 reviews

Boasting air-conditioned accommodation with a private pool, MERMAID HOUSE WITH POOL JACUZZI STEPS to SIESTA KEY BEACH is set in Sarasota.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 4 reviews

Boasting a year-round outdoor pool and a hot tub, Pink Flamingo Unit, Steps to Beach, Siesta Key Village & Pet-Friendly is located in Siesta Key, 1.3 km from Crescent Beach and 17 km from John And...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village is located in Siesta Key.

2BR / 2BA Apartment Sienna Park.

Sarasota
Free cancellation options available

Situated in Sarasota, 2BR / 2BA Apartment Sienna Park. Offers accommodation with a heated pool.

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 30 reviews

Set in Sarasota, Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$487.24 per night
Scored out of 10, guest rating 6.2
Pleasant - What previous guests thought, 13 reviews

Set in Sarasota in the Florida region, with Crescent Beach nearby, Walk To Siesta Beach, Restaurants, Shopping & More! offers accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 2 reviews

Situated just 4.2 km from The John And Mable Ringling Museum Of Art, Heated Pool, Bunk Beds, King Bed, Huge TV, Marina, Tiki Bar features accommodation in Sarasota with access to an outdoor swimming...

From US$183.33 per night
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 7 reviews

Featuring air-conditioned accommodation with a private pool, Room 127 - Waterfront, Heated Pool, Huge TV, Tiki Bar & Grill is located in Sarasota.

From US$200.61 per night

Holiday Rentals with swimming pools in Sarasota and nearby

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Set in Sarasota, Siesta Key Waterfront Estate W Pool Privacy! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$1,225.93 per night
Scored out of 10, guest rating 5.0
Passable - What previous guests thought, 1 review

Featuring a garden, private pool and garden views, #1US Siesta Key Beach Pool House is located in Siesta Key.

From US$565 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Sarasota Luxury Estate is located in Sarasota.

Scored out of 10, guest rating 5.4
Passable - What previous guests thought, 5 reviews

Offering a bar and river view, Slice of Sarasota's Paradise Sarasota Bayfront is situated in Sarasota, 3.9 km from Van Wezel Performing Arts Hall and 5.9 km from Sarasota Jungle Gardens.

From US$371.09 per night
Scored out of 10, guest rating 6.2
Pleasant - What previous guests thought, 4 reviews

Offering quiet street views, Heated Pool, Huge TV, Waterfront Tiki Bar & Grill, Close to Beaches is an accommodation set in Sarasota, 4.2 km from The John And Mable Ringling Museum Of Art and 3.9 km...

From US$177.68 per night
Scored out of 10, guest rating 5.7
Passable - What previous guests thought, 3 reviews

Offering a fitness centre and quiet street view, All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill is set in Sarasota, 4.2 km from The John And Mable Ringling Museum Of Art and 3.9 km from Van Wezel...

From US$183.33 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 21 reviews

Crescent Beach 1011 #1, a property with an outdoor swimming pool, is located in Sarasota, 18 km from The John And Mable Ringling Museum Of Art, 20 km from Sarasota International Convention Center, as...

From US$357.38 per night

Ideally set in the centre of Sarasota, All-New, Waterfront Condo in Downtown Sarasota! offers a terrace, air conditioning, free WiFi and flat-screen TV.

FAQ about holiday rentals in Sarasota

Holiday rentals that guests love in Sarasota

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Avg. price/night: US$292.03
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 396 reviews
Access to the beach and village was excellent, I didn't need to drive my car anywhere. The rooms were clean and comfortable with a wonderful bed. Beach chairs, towels and wagons were available, I just needed my umbrella. Good parking. Friendly desk staff.
Guest review by
Misty
Family with young children
Avg. price/night: US$292.03
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 396 reviews
We loved how close it was to the beach and village!
Guest review by
Amber
Family with young children
Avg. price/night: US$371.86
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 282 reviews
Tropical Breeze is so charming!! The bed was super comfortable with really nice linens & bath products! Perfect location, super clean with friendly staff. Bicycles at the resort were a great amenity, we rode around the village in the morning before it got too hot! We will definitely go back!
Guest review by
Cramer
Family with young children
Avg. price/night: US$292.03
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 396 reviews
It was really clean. It had a lot of great amenities (kitchen, coffee maker and decent pods, swimming pool, beach chairs etc.) Best location! Close to beach and vibey village area.
Guest review by
Martha
Family with young children
Avg. price/night: US$292.03
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 396 reviews
Real nice property 1 block to the beach and downtown Siesta key village couldn’t ask for a better location. Great staff very friendly and helpful.
Guest review by
Peter
Young couple
Avg. price/night: US$292.03
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 396 reviews
Super close to the village & beach! Anything we could possibly need for the beach was provided! Clean and stylish villas, we will be back!
Guest review by
Kenneth
Young couple
Avg. price/night: US$308.21
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 672 reviews
The location near to beach and resort village was very good
Guest review by
Duncanjo
Young couple
Avg. price/night: US$371.86
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 282 reviews
So adorable. Attention to detail. Perfect location; Very close to the beach and the village. Our go-to property when in siesta. ❤️ loved the free bikes to ride around on!
Guest review by
Alison
Young couple
Avg. price/night: US$292.03
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 396 reviews
Closeness to beach and village
Guest review by
Jeff
Young couple
Avg. price/night: US$292.03
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 396 reviews
Location was perfect. Also loved having a beach wagon, chairs, and cooler as part of our villa for daily use.
Guest review by
Kara
Family with young children