Holiday Rentals in Siesta Key

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Holiday Rentals in Siesta Key

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4614)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is €211
includes taxes & fees
21 Apr - 22 Apr
Tropical Beach Resorts

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (295)
"We very much enjoyed our stay. Our room was clean and ready for us early. Nancy, the manager, couldn’t have been nicer. This is a no-frills place—but the location can’t be beat! You walk across the street to the beach, and the lively shopping area with restaurants and fun is so close. It’s a quick walk, or you can take the free trolleys/busses. The outdoor area with a nice pool was so relaxing. We used it often. We would stay again. We had 3 teens with us, and they had a blast. We all felt safe....
The price is €491
includes taxes & fees
5 Apr - 6 Apr
The Ringling Beach House

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1081)
"Love Siesta Key"
The price is €214
includes taxes & fees
1 May - 2 May
Captiva Beach Resort

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

10.0 out of 10, Exceptional, (19)
"The house was in great condition and near everything. "
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, (242)
"This property is GOURGOUS and the staff is so kind and willing to help with whatever you need! Best beach access to! "
The price is €459
includes taxes & fees
29 Apr - 30 Apr
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (173)
"It was special and unique and personal. It was quaint but modern, thoughtful about guest experiences and intentional in arrangements. Teakettle and encouragement to recycle were especially refreshing! We will definitely stay here again!"
The price is €407
includes taxes & fees
8 Apr - 9 Apr
The Inn On Siesta Key

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (30)
"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 €382
includes taxes & fees
5 May - 6 May
Siesta Heron Suites & Villas

Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

8.6 out of 10, Excellent, (58)
"Perfect little place for a couple! "
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

Amazing view of the Gulf!! Siesta Key at its best.

10.0 out of 10, Exceptional, (1)
"Enjoyable stay"
Amazing view of the Gulf!! Siesta Key at its best.

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

9.8 out of 10, Exceptional, (39)
"Superb location with views off back balconies of the ocean, the beach and the SUNSETS!! Well appointed kitchen with minor issues with coffee maker , garbage disposal."
The price is €1,195
includes taxes & fees
6 Apr - 7 Apr
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!

9.4 out of 10, Exceptional, (93)
"Excellent location. Great weather. We especially enjoyed the hot tub and beach."
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!

Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway

9.6 out of 10, Exceptional, (53)
"Nnn"
Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway

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

8.8 out of 10, Excellent, (38)
"Our unit was clean, spacious and well organized. Conveniently located, it is very close to the beach and only a mile walk to town. "
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

9.2 out of 10, Wonderful, (57)
"This Siesta Key condo is very cute and clean! We really enjoyed our time relaxing by the pool. The beach was quite a walk for my elderly mother, but they had a lot of other transportation options (Frog Hop was so easy!) nearby. "
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

Casa Blanca Villa D08

9.4 out of 10, Exceptional, (16)
"Everything were perfect"
Casa Blanca Villa D08

SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!

9.2 out of 10, Wonderful, (21)
"This was a great location. The room was very clean and updated. The beach was literally across the street, maybe 100 feet and a short walk to the village. Would highly recommend this unit. "
SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!

Welcome to Siesta Dreams at Casa Mar!!

9.8 out of 10, Exceptional, (47)
"Excellent! Perfect! Fun!"
Welcome to Siesta Dreams at Casa Mar!!

Spectacular Beach View! Right on Beach! Amazing views!!

9.8 out of 10, Exceptional, (137)
"The condo was perfect for my wife and another couple. We loved walking around town and hanging on the beach. Quick and easy drive to Ed Smith Stadium for Orioles games. The place was very clean and was stocked with everything we needed. Owner was really nice and responsive to our questions. We will definitely stay again."
Spectacular Beach View! Right on Beach! Amazing views!!

Siesta Key Village-Suite #4: A block to the Beach!

9.2 out of 10, Wonderful, (25)
"the only issue was not being able to use washer and dryer "
The price is €376
includes taxes & fees
8 Apr - 9 Apr
Siesta Key Village-Suite #4: A block to the Beach!
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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Other types of properties in Siesta Key you may be interested in

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4614)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is €211
includes taxes & fees
21 Apr - 22 Apr
Tropical Beach Resorts

Siesta Key Beach Resort and Suites

2.5 star property
8.8 out of 10, Excellent, (1006)
"fence door scrapes ground and was hard to navigate fence door with room door too close together. annoying. other than that, immaculate place "
The price is €305
includes taxes & fees
4 May - 5 May
Siesta Key Beach Resort and Suites

Tropical Breeze Resort

3.0 star property
8.8 out of 10, Excellent, (1001)
"The property is beautiful, location is perfect, staff friendly and accommodating. So impressed with how well they did rebuilding after the hurricanes. Literally everything is brand new. Still working on finishing touches, but barely missing anything. Can’t wait to go back!"
The price is €363
includes taxes & fees
4 May - 5 May
Tropical Breeze Resort
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.

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. Some other top choices in Siesta Key are SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND and Close to Beach Access #7, Short Walk to the Village.

How many holiday rentals are there in Siesta Key?

With 786 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 Crescent Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jim Neville Marine Preserve. You’ll find favourite places to visit such as Lido Beach and St. Armands Circle in the wider area.

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.