Search Holiday Rentals in Siesta Key

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Check prices for these dates

Tonight
1 Jul - 2 Jul
Tomorrow
2 Jul - 3 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Top Holiday Rentals in Siesta Key

Tropical Beach Resorts
Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4739)
"Nice spot for an overnight stay!"
The price is ₹13,734
₹17,451 total
includes taxes & fees
2 Jul - 3 Jul
Tropical Beach Resorts
Captiva Beach Resort
Front of property – evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1110)
"Perfect location close to the beach clean and cozy place"
Captiva Beach Resort
The Ringling Beach House
Front of property

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (310)
"Excellent property, excellent communication with Susan, i recommend it to anyone who wants to have an amazing vacation."
The Ringling Beach House
SeaSpray Resort
2 bedrooms, in-room safe, iron/ironing board, free WiFi

SeaSpray Resort

4.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place to stay in SK! "
The price is ₹28,980
₹32,748 total
includes taxes & fees
13 Jul - 14 Jul
SeaSpray Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club
Property amenity

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (267)
"Fun place to stay for family vacation "
The price is ₹44,333
₹54,443 total
includes taxes & fees
21 Jul - 22 Jul
The Residences at Siesta Key Beach by Hyatt Vacation Club
Siesta Key Island Rentals
Barefoot Bungalow W/Pool | Private kitchen

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great vacation stay "
Siesta Key Island Rentals
The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

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
Outdoor pool, pool umbrellas, pool loungers

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
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (32)
"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 ₹12,914
₹31,788 total
includes taxes & fees
7 Jul - 8 Jul
Siesta Heron Suites & Villas
VH106AMelissa
Luxury Apartment | Private kitchen

VH106AMelissa

3.0 star property
VH106AMelissa
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 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.

How many holiday rentals are there in Siesta Key?

With 807 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.