Holiday Homes in Sarasota

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Holiday Homes in Sarasota

Siesta Key Island Rentals
322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (46)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
Siesta Key Island Rentals
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
Siesta Heron Suites & Villas
Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
Outdoor pool, a heated pool

Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (1)
"We loved this house. We celebrated a cousins 50th birthday and had so much fun. The location is close to all restaurants and beach. The golf cart was so fun to use. The house is nicely stocked with necessary items, pool noodles and toys. There was everything needed for the beach.The most important part was the owners were very responsive to all questions. We look forward to coming and staying here again."
Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
Open Water Home with lots of dolphin and manatee sightings. Boat docking.
Dining

Open Water Home with lots of dolphin and manatee sightings. Boat docking.

9.6 out of 10, Exceptional, (133)
"Cozy,calming and a relaxing stay. The outside room was great. Got to see a few dolphins while relaxing outside. We will try and stay there again in the future."
Open Water Home with lots of dolphin and manatee sightings. Boat docking.
Beach pool House Family Vacation Home.
Beach nearby, sun-loungers, beach towels

Beach pool House Family Vacation Home.

9.8 out of 10, Exceptional, (225)
"We had a great time. The house is in a very nice location and the owners were super kind and helpful. The outside space was perfect for enjoying the evenings. "
Beach pool House Family Vacation Home.
Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great Location !!"
Tropical Villas of Venice Beach
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Beach nearby, sun-loungers, beach towels

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

9.8 out of 10, Exceptional, (109)
"The location of this property is excellent! It is walking distance to the beach. The beach is beautiful! It was also very close to Armand Circle where you can find many shops and restaurants. The communication with the hosts was excellent! They were very attentive and responded to any questions in a timely manner. The home is comfortable for a small family. We enjoyed our stay and I would definitely like to return in the future. "
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Beach nearby, sun-loungers, beach towels

Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

9.6 out of 10, Exceptional, (109)
"Awesome location, perfect beach supplies provided, and VERY clean! "
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Siesta Beachfront Paradise: Luxurious Home Steps from Beach with Infinity Pool!
A heated pool

Siesta Beachfront Paradise: Luxurious Home Steps from Beach with Infinity Pool!

10.0 out of 10, Exceptional, (3)
"We loved the house! Great location, beautiful spaces, plenty of room for all of us. Couldn’t have picked a better place for our family to stay for our niece’s wedding! We’d definitely love to stay here again!"
Siesta Beachfront Paradise: Luxurious Home Steps from Beach with Infinity Pool!
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Beach nearby, sun-loungers, beach towels

Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

9.6 out of 10, Exceptional, (134)
"we had a good stay"
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Anna Maria Beach Condo 1/1
Property grounds

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (183)
"Nice place very roomy easy check in very close to beach and restaurants"
The price is AU$565
includes taxes & fees
24 Aug - 25 Aug
Anna Maria Beach Condo 1/1
Private Home Directly on Siesta Key Beach!
On the beach

Private Home Directly on Siesta Key Beach!

10.0 out of 10, Exceptional, (3)
"Beautiful place to stay… direct walk to the beach from your back door. Amazing view! Clean with all the amenities you need. "
Private Home Directly on Siesta Key Beach!
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
On the beach

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.6 out of 10, Exceptional, (17)
"We had a great stay at this property! We had five adults and one infant with plenty of room to be comfortable. We enjoyed the short walk to the beach and that beach chairs were provided by the HOA (umbrellas are not but there was one at the property). The owners were wonderful, fast responses to any messages and made sure we had everything we needed to have a great time! Definitely recommend this property if you’re in Siesta Key and looking to be very close to the beach!"
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Property grounds

~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

9.8 out of 10, Exceptional, (11)
"We loved our time here and can’t wait to book it for next year!"
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Sun-loungers, beach towels

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

9.4 out of 10, Exceptional, (28)
"What a beautiful propertyNicely decorated. Very convenient with 4 bedrooms all in one floor The peacocks are a nice touch. Access to the beach is very close with parking. The whole area is beautifulHighly recommended "
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Siesta Key 2BR 1Bath unit COZY Barefoot Bungalows 1500 ft from beach access#3
Beach nearby, sun-loungers, beach towels

Siesta Key 2BR 1Bath unit COZY Barefoot Bungalows 1500 ft from beach access#3

9.8 out of 10, Exceptional, (100)
"So nice. Our unit had 2 comfortable king beds. So close to beach, with wagon, chairs and umbrella. Short walk to restaurants and shops, too! "
Siesta Key 2BR 1Bath unit COZY Barefoot Bungalows 1500 ft from beach access#3
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!
Beach nearby

Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!

10.0 out of 10, Exceptional, (41)
"We had the best family vacation! This location is perfectly situated between the beach and restaurants/bars. We had a great stay!"
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!
This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.
Beach nearby, beach towels

This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.

9.8 out of 10, Exceptional, (179)
"Clean, well-appointed, many extras - nice pool; close to beach, food, perfect for family with young kids or adult group. Quiet neighborhood.Very timely and available communication, good visitor info available. "
This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Pool

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

9.8 out of 10, Exceptional, (24)
"The house was in great condition and near everything. "
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
Beach nearby, sun-loungers, beach towels

1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House

10.0 out of 10, Exceptional, (103)
"We loved our stay! There was plenty of room for our large e"
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
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

Magnolia Pointe, BW Signature Collection

Magnolia Pointe, BW Signature Collection

10/10 Excellent
"Front desk staff not there a lot but nice hotel"
Jennifer 3-night trip
Posted 6 hours ago
Magnolia Pointe, BW Signature Collection