A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Siesta Key Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Siesta Key vacation rentals

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,282 reviews)
"Very helpful staff and excellent beach!"
United States
Vania
The price is ¥26,658
¥32,864 total
includes taxes & fees
Aug 9 - Aug 10
Captiva Beach Resort

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (31 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
The price is ¥23,412
¥59,320 total
includes taxes & fees
Jul 21 - Jul 22
[escape to paradise] siesta key beach getaway

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (44 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ¥15,585
¥50,268 total
includes taxes & fees
Jul 13 - Jul 14
Siesta Heron Suites & Villas

Dolphin Villa - Pool - Steps to Siesta Key Village

Dolphin Villa - Pool - Steps to Siesta Key Village
Siesta Key Village
9.4 out of 10, Exceptional, (17 reviews)
"Great location to downtown, beach. Kitchen and furnishing updated and in great condition. Negatives would be the lock on the backdoor, air conditioning from the ceiling that could not be controlled from our apartment. The pool was great and had plenty of seating. Only issue with the Dolphin apartment is the many windows, which kind of made it feel like living in a fish bowl. That might not be an issues for others. "
United States
Sandra C.
The price is ¥15,871
¥57,222 total
includes taxes & fees
Jul 13 - Jul 14
Dolphin Villa - Pool - Steps to Siesta Key Village

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (34 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is ¥25,085
¥59,918 total
includes taxes & fees
Jul 22 - Jul 23
[Beach Elements] pool view withprivate beach access

[Sunny in Siesta] king bed + walk to beach

[Sunny in Siesta] king bed + walk to beach
South Village
9.6 out of 10, Exceptional, (14 reviews)
"Great location and accommodation. "
United States
ESTELEN
The price is ¥24,646
¥57,802 total
includes taxes & fees
Aug 9 - Aug 10
[Sunny in Siesta] king bed + walk to beach

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The price is ¥74,764
¥93,474 total
includes taxes & fees
Jul 18 - Jul 19
The Inn On Siesta Key

Island Villa | Cozy Beach Retreat | Walk to Village

Island Villa | Cozy Beach Retreat | Walk to Village
Siesta Key Village
8.4 out of 10, Very Good, (13 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is ¥25,206
¥74,846 total
includes taxes & fees
Jul 15 - Jul 16
Island Villa | Cozy Beach Retreat | Walk to Village

Tiny House Green Lifeguard Stand - sleeps 5

Tiny House Green Lifeguard Stand - sleeps 5
Sarasota
9.4 out of 10, Exceptional, (32 reviews)
"Highly recommended for adventure guests. I suggest having a spot to dry towels and clothes. Thank you. "
United States
Abdias O.
The price is ¥17,210
¥32,193 total
includes taxes & fees
Jul 22 - Jul 23
Tiny House Green Lifeguard Stand - sleeps 5

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (89 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (87 reviews)
"It was a great experience, definitely would come back."
United States
Alicia
The price is ¥28,088
¥58,485 total
includes taxes & fees
Jul 15 - Jul 16
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Beachside Bliss- 1 mi to the beach w/ heated pool

Beachside Bliss- 1 mi to the beach w/ heated pool
Sarasota
9.0 out of 10, Wonderful, (7 reviews)
"The apartment is far from the Hotel, We have to walk a long way, I paid a certain amount price to be right near the Beach"
United States
Yalile
The price is ¥17,535
¥47,026 total
includes taxes & fees
Jul 14 - Jul 15
Beachside Bliss- 1 mi to the beach w/ heated pool

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,644 reviews)
"perfect stay and location for a family!"
United States
Jessica
The price is ¥24,600
¥32,001 total
includes taxes & fees
Aug 9 - Aug 10
Tropical Beach Resorts

2 Bedroom 2 Bath home near Siesta Key Beach

2 Bedroom 2 Bath home near Siesta Key Beach
Sarasota
8.6 out of 10, Excellent, (40 reviews)
"Great little place -perfect for a few days in siesta "
United States
Linda K.
The price is ¥19,321
¥50,449 total
includes taxes & fees
Jul 16 - Jul 17
2 Bedroom 2 Bath home near Siesta Key Beach

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (374 reviews)
"The house was clean and simple. Perfect for a couple to stay for a few nights. Not too far from the beach. Very quiet and safe area."
United States
bruno
The price is ¥10,860
¥31,915 total
includes taxes & fees
Jul 16 - Jul 17
Tiny House Siesta

Tiny Coral Oasis- beachy tiny house for your getaway

Tiny Coral Oasis- beachy tiny house for your getaway
Sarasota
9.0 out of 10, Wonderful, (20 reviews)
"Cute tiny house Clean and comfortable Had a great time"
United States
DeAnna T.
The price is ¥16,723
¥31,318 total
includes taxes & fees
Jul 12 - Jul 13
Tiny Coral Oasis- beachy tiny house for your getaway

Siesta Key Studio close to beaches, city, and airport.

Siesta Key Studio close to beaches, city, and airport.
Siesta Key
8.4 out of 10, Very Good, (13 reviews)
"Great location, great parking, quiet, great shower."
United States
Andy L.
The price is ¥19,321
¥36,390 total
includes taxes & fees
Jul 12 - Jul 13
Siesta Key Studio close to beaches, city, and airport.

Everglades Villa • Sleeps 8 • Walk to Siesta Beach

Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Siesta Key Village
9.0 out of 10, Wonderful, (14 reviews)
"We loved staying here for my bachelorette!"
United States
Kelsey E.
The price is ¥32,724
¥83,546 total
includes taxes & fees
Aug 9 - Aug 10
Everglades Villa • Sleeps 8 • Walk to Siesta Beach

Bright & Beachy–Beach Club Siesta Key 100A by RVA

Bright & Beachy–Beach Club Siesta Key 100A by RVA
South Village
9.0 out of 10, Wonderful, (118 reviews)
"Convenient location - close to beach. Umbrella & beach chairs in closet came in handy. "
United States
Mary
The price is ¥26,302
¥55,696 total
includes taxes & fees
Jul 12 - Jul 13
Bright & Beachy–Beach Club Siesta Key 100A by RVA

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,366 reviews)
"Excellent location, great place to stay! "
United States
Lynn
The price is ¥21,873
¥24,717 total
includes taxes & fees
Aug 4 - Aug 5
Hibiscus Suites - Gateway to Siesta Key
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Siesta Key Hotel Reviews

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:

  • View our selection of featured holiday rentals in Siesta Key
  • Use the map to find apartments and other holiday homes in the Siesta Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Siesta Key while they last

Look no further and take a look at our great range of rental properties in Siesta Key!

Frequently asked questions

Can I find a vacation rental in Siesta Key?

Yes, we give you a choice of vacation rentals in Siesta Key close to Jim Neville Marine Preserve, or you can go with a more secluded option if you'd like a relaxing place to 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 vacation rentals in Siesta Key?

Siesta Key Island Rentals: Visitors give good reviews to this Siesta Key vacation home rental, which comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is 3 bed 2 Bath, heated pool, walk to beach and village.

How many vacation rentals are there in Siesta Key?

With 414 Expedia vacation rentals, you're sure 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. You’ll find favorite places to visit like Lido Beach and St. Armands Circle in the larger area.

What are vacation rentals like in Siesta Key?

Vacation rentals are private accommodations you can stay in for several days or longer in Siesta Key. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.