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

Siesta Key Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Siesta Key vacation rentals

5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (71 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
The price is AED 424
AED 1,250 total
includes taxes & fees
6 Jul - 7 Jul
Siesta Key Island Rentals
On the beach

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

SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!
Siesta Key
9.4 out of 10, Exceptional, (31 reviews)
"Couldn’t see beach but a short walk to it. "
United States
Tim G.
The price is AED 367
AED 1,760 total
includes taxes & fees
7 Jul - 8 Jul
SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!
Fridge, microwave, oven, stovetop

[lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (35 reviews)
"Only 10 mins walking from the Village, so easy to check in, great communication, super clean. "
United States
John
The price is AED 503
AED 1,335 total
includes taxes & fees
6 Jul - 7 Jul
[lounge like locals] walk to siesta beach +bikes
Property grounds

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 AED 528
AED 1,645 total
includes taxes & fees
8 Jul - 9 Jul
Island Villa | Cozy Beach Retreat | Walk to Village
Front of property - evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,276 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is AED 606
AED 747 total
includes taxes & fees
6 Jul - 7 Jul
Captiva Beach Resort
Terrace/patio

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 AED 437
AED 1,141 total
includes taxes & fees
6 Jul - 7 Jul
2 Bedroom 2 Bath home near Siesta Key Beach
Beach nearby, beach umbrellas

Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental

Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
South Village
8.8 out of 10, Excellent, (88 reviews)
"First time here what a great place very close to everything "
United States
Elena B.
The price is AED 606
AED 1,288 total
includes taxes & fees
6 Jul - 7 Jul
Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
Beach nearby, white sand, beach umbrellas, beach towels

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"The room was clean and spacious with all the amenities. The location was perfect. I would highly recommend!"
United States
Amanda
The price is AED 1,099
AED 1,471 total
includes taxes & fees
6 Jul - 7 Jul
The Inn On Siesta Key
Beach

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is AED 547
AED 1,399 total
includes taxes & fees
6 Jul - 7 Jul
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Beach nearby, beach umbrellas

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 AED 595
AED 1,271 total
includes taxes & fees
8 Jul - 9 Jul
Bright & Beachy–Beach Club Siesta Key 100A by RVA
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

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 AED 428
AED 1,223 total
includes taxes & fees
6 Jul - 7 Jul
Siesta Heron Suites & Villas
Beach

[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 AED 530
AED 1,272 total
includes taxes & fees
9 Jul - 10 Jul
[Beach Elements] pool view withprivate beach access
Outdoor dining

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)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
The price is AED 422
AED 1,381 total
includes taxes & fees
8 Jul - 9 Jul
Dolphin Villa - Pool - Steps to Siesta Key Village
Exterior detail

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)
"Fantastic experience, great host, and close to everything!"
United States
Shannon
The price is AED 437
AED 834 total
includes taxes & fees
6 Jul - 7 Jul
Siesta Key Studio close to beaches, city, and airport.
Outdoor dining

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 AED 378
AED 716 total
includes taxes & fees
12 Jul - 13 Jul
Tiny Coral Oasis- beachy tiny house for your getaway
Beach nearby

Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
9.6 out of 10, Exceptional, (22 reviews)
"Everything was close and way to get to and from beach,,, great place and Matt was very helpful!"
United States
Warren C.
The price is AED 1,223
AED 2,476 total
includes taxes & fees
7 Jul - 8 Jul
Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Beach nearby

Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.

Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.
South Village
9.8 out of 10, Exceptional, (33 reviews)
"Private, nice, and new Easy access Would stay again "
United States
Frederick
The price is AED 512
AED 999 total
includes taxes & fees
6 Jul - 7 Jul
Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.
Beach nearby

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Siesta Key
9.2 out of 10, Wonderful, (37 reviews)
"Very nice, clean and quiet place."
United States
Monika Z.
The price is AED 958
AED 1,816 total
includes taxes & fees
7 Jul - 8 Jul
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Outdoor dining

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 enjoyed our stay at Everglades Villa. The location was the best feature as we were able to walk to Siesta Key Village and the beach. "
United States
Lisa S.
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Sun loungers, beach towels

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)
"Great location and very clean. The host was responsive and easy to communicate with throughout our stay. The property had everything we needed and more, and all amenities were well-maintained. Would definitely stay here again."
United States
Jaiden W.
The price is AED 364
AED 1,098 total
includes taxes & fees
2 Aug - 3 Aug
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
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

Captiva Beach Resort

Captiva Beach Resort

10/10 Excellent
"Everything was awesome. The staff was very accommodating and amazing. So much within walking distance. Great location. I booked my next stay before I even left the property."
Jessica 1-night trip
Posted 1 hour ago
Captiva Beach Resort

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 424 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 Siesta Key Beach Playground 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.