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Top Holiday Rentals in Siesta Key

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4760)
"Love this resort "
The price is £171
includes taxes & fees
4 Aug - 5 Aug
Tropical Beach Resorts

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (311)
"Excellent property, excellent communication with Susan, i recommend it to anyone who wants to have an amazing vacation."
The Ringling Beach House

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1114)
"Perfect location close to the beach clean and cozy place"
Captiva Beach Resort

SeaSpray Resort

4.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place to stay in SK! "
The price is £232
includes taxes & fees
3 Aug - 4 Aug
SeaSpray Resort

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

10.0 out of 10, Exceptional, (21)
"The house was in great condition and near everything. "
The price is £2,151
includes taxes & fees
27 Jul - 28 Jul
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (269)
"Fun place to stay for family vacation "
The price is £416
includes taxes & fees
10 Aug - 11 Aug
The Residences at Siesta Key Beach by Hyatt Vacation Club

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great vacation stay "
The price is £281
includes taxes & fees
14 Jul - 15 Jul
Siesta Key Island Rentals

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (180)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The Inn On Siesta Key

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (121)
"Loved the location, it was so close to the beach. We had everything we needed in the house, it was home away from home. "
Siesta Palms By 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

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (33)
"A very comfortable stay in Siesta Key. Our apartment had been fully redeveloped since Hurricane Milton. Excellent job. Pool was really good. Nikes to ride. Kayaks to addle in the lagoon. All in allan exceptional choice. "
The price is £284
includes taxes & fees
9 Aug - 10 Aug
Siesta Heron Suites & Villas

VH106AMelissa

3.0 star property
VH106AMelissa

Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

9.6 out of 10, Exceptional, (4)
"The rental was spacious and very clean!!I would definitely stay here again. Place looked exactly like the pictures!! "
Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

10.0 out of 10, Exceptional, (43)
"Place was just as described. Clean and new furnishings. Steps to the most beautiful beach and easy to find restaurants and shopping close by. "
Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course

10.0 out of 10, Exceptional, (42)
"This was an amazing house. It had everything you could want, walkable to everything, restaurant shopping , and the beach. We never needed to rent a car. So many things to do at this house. Every age range of people were completely satisfied. I would definitely stay at this house again it was beautiful top to bottom. "
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course

SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

8.8 out of 10, Excellent, (40)
"Great owner, very easy to work with. "
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access

9.0 out of 10, Wonderful, (41)
"The house was very dirty and unsanitary for living. The plumbing wasn’t working. The handles on the cabinets in the kitchen where all off so couldn’t even use those. The washer and dryer machines were missing. And on top of that the door to the closet fell on my foot and gave a a bruise because it wasn’t screwed on. It took the owner to reply to my concerns 3 day!!!! Very unprofessional and unreliable "
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access

Beachfront Penthouse with Gulf Views in Siesta Key

Beachfront Penthouse with Gulf Views in Siesta Key

PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.

10.0 out of 10, Exceptional, (78)
"Very nice condo and so close to the beautiful beach! Joe was a wonderful host, keeping us informed, answered all our questions and even recommended some restaurants! I would not hesitate to stay there again!"
PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.

LAST MINUTE! THE BEACH SIESTA KEY VACATION BEST VALUE HOUSE!

9.4 out of 10, Exceptional, (33)
"Very nice location, clean, nice amenities"
LAST MINUTE! THE BEACH SIESTA KEY VACATION BEST VALUE 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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Frequently asked questions

Can I find a holiday rental in Siesta Key?

Yes, there are holiday rentals in Siesta Key close to Jim Neville Marine Preserve, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Siesta Key like the popular beaches and live music. You can also check out the entertainment venues while you're visiting.

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

Siesta Key Island Rentals: This highly rated holiday home rental in Siesta Key comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times.

How many holiday rentals are there in Siesta Key?

With 810 Expedia holiday rentals, you're guaranteed to find just the right place for your Siesta Key stay.

What can I see and do in Siesta Key?

Siesta Key Beach and Shell Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jim Neville Marine Preserve. While here, Crescent Beach and Siesta Key Marina are other places worth a visit.

What are holiday rentals like in Siesta Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Siesta Key. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.