Siesta Key Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Siesta Key holiday rentals

Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,386 reviews)
"Love the location, excellent service and place clean and quite "
United States
Dayami
The price is HK$1,592
HK$2,002 total
includes taxes & fees
29 Apr - 30 Apr
Tropical Beach Resorts
Front of property – evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,220 reviews)
"Clean and very close to beach. "
United States
Daniel
The price is HK$1,846
HK$2,219 total
includes taxes & fees
1 May - 2 May
Captiva Beach Resort
In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (103 reviews)
"Perfect location, nice amenities for the beach, pet friendly, would stay here again! Super convenient and clean "
United States
Jayline
The price is HK$2,970
HK$3,356 total
includes taxes & fees
21 Apr - 22 Apr
SeaSpray Resort
Beach nearby, white sand, beach umbrellas, beach towels

Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.4 out of 10, Exceptional, (3 reviews)
"Nice getaway. "
United States
Jeff
The price is HK$5,047
HK$8,084 total
includes taxes & fees
6 Apr - 7 Apr
Beach Club at Siesta Key Poolside D
Outdoor pool

4BR Spacious Paradise

4BR Spacious Paradise
2.0 star property
Siesta Key Village
The price is HK$3,778
HK$6,618 total
includes taxes & fees
11 Apr - 12 Apr
4BR Spacious Paradise
Interior

Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is HK$1,434
HK$4,219 total
includes taxes & fees
7 Apr - 8 Apr
Unwind Poolside + Walk to Beach! Sarasota Retreat
Interior

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is HK$8,133
HK$11,553 total
includes taxes & fees
3 Apr - 4 Apr
Siesta Heron 6 / Sunset
Outdoor dining

Siesta Key Pool House

Siesta Key Pool House
2.5 star property
Siesta Key
The price is HK$8,799
HK$12,680 total
includes taxes & fees
11 Apr - 12 Apr
Siesta Key Pool House
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,275 reviews)
"Clean room, quiet and in a location convenient to Siesta Key. The pool is very nice, although located at the front of the property alongside a busy road. Would definitely recommend this hotel, especially if a kitchenette is desired."
United States
CAROLYN
The price is HK$1,391
HK$1,571 total
includes taxes & fees
15 Apr - 16 Apr
Hibiscus Suites - Gateway to Siesta Key
Living area

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (41 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is HK$1,610
HK$3,396 total
includes taxes & fees
28 Apr - 29 Apr
Siesta Heron Suites & Villas
3 bedrooms, Internet

Waterfront Heated Pool House Kayaks Boat Dock

Waterfront Heated Pool House Kayaks Boat Dock
2.0 star property
Siesta Key
The price is HK$9,301
HK$12,369 total
includes taxes & fees
11 Apr - 12 Apr
Waterfront Heated Pool House Kayaks Boat Dock
Front of property

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (357 reviews)
"Property is a great location, very friendly and attentive staff. Some items need to be upgraded and little things like extra bath and beach towels would go a long way in making stays more enjoyable for guests. "
United States
Julie M
The price is HK$3,187
HK$4,399 total
includes taxes & fees
6 Apr - 7 Apr
The Ringling Beach House
Living area

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (359 reviews)
"super clean and comfortable. we were 4 people and had a very comfortable and lovely stay. i felt super at home and the location is very centralized to everything "
United States
Adanna
The price is HK$827
HK$1,887 total
includes taxes & fees
12 Apr - 13 Apr
Tiny House Siesta
Exterior

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
Lulu's Key House Leatherback 2/2 Downstairs
Interior

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is HK$7,867
HK$10,390 total
includes taxes & fees
12 Apr - 13 Apr
Beach Road
Exterior

Bay Oaks C Ground Floor

Bay Oaks C Ground Floor
3.5 star property
Siesta Key
Bay Oaks C Ground Floor
Exterior

Beach Club Cute Cottage in C Bldg

Beach Club Cute Cottage in C Bldg
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"Nice hotel and stay. "
United States
karen
Beach Club Cute Cottage in C Bldg
Exterior

Coastal Breeze Siesta - Dolphin

Coastal Breeze Siesta - Dolphin
2.0 star property
Siesta Key
The price is HK$2,042
HK$4,346 total
includes taxes & fees
1 Apr - 2 Apr
Coastal Breeze Siesta - Dolphin
Exterior

Coastal Breeze Siesta - Turtle

Coastal Breeze Siesta - Turtle
2.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
The price is HK$2,041
HK$4,344 total
includes taxes & fees
1 Apr - 2 Apr
Coastal Breeze Siesta - Turtle
Exterior

Minorga in Siesta Key Village

Minorga in Siesta Key Village
3.5 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"The property was close to all the shops and restaurants. 10 minute walk to the beach . It was updated and clean . We asked for new beach chairs because the ones there were broken and they came immediately. very accommodating "
United States
Meryl
The price is HK$3,163
HK$5,956 total
includes taxes & fees
28 Apr - 29 Apr
Minorga in Siesta Key Village
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 Siesta Key Hotel Reviews

Azul Resort Siesta Key

Azul Resort Siesta Key

6/10 Okay
"The room was clean and new. The location was perfect. However the shower was flooding the bathroom to the point where it was reaching the threshold into the room. I contacted the staff who sent a maintenace person. The said the shower was missing some kind of gasket. I also think it was not draining properly. I ask for more towels to contain the water but they did not bring enough . In fact they brought kess including no rags. By day 3 it was really. One time i called and the person at the desk was sort of rude saying they could check me out like i had somewhere else to ho. Finally a different maintenace guy showed up and was able to piece meal some stuff from other showers. It did not totally solve the problem but it was better. Finally later that night they brought sufficent towels but was leaving the next day. The whole experience just distracted from my vacation. I have text and pictures as that is how you interact with the desk. I would also recommend a microwave and a long mirror. Overall the place is nice but unfortunately my stay was not up to par because of the shower."
Michael 3-night trip
Posted 20 hours ago
Azul Resort Siesta Key

Find out more about Siesta Key

Search for holiday rentals in Siesta Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Siesta Key using one of the methods below:

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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 Steps to Beach/Siesta Village-Resort Pool w/Slide.

How many holiday rentals are there in Siesta Key?

With 394 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.