Search Villas in Siesta Key

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 286 Villas in Siesta Key with updated reviews, rates, and availability.

Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from access#3

9.8 out of 10, Exceptional, (94)
"Very nice size property with a great location. Extremely close to the beach. Very comfortable and excellent property manager. Lisa is always available for anything."
Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from access#3

Completely Remodeled- 150 Yards to Beach and Restaurants!

10.0 out of 10, Exceptional, (33)
"Accommodating hosts and awesome location!"
The price is AED 551
AED 1,434 total
includes taxes & fees
20 May - 21 May
Completely Remodeled- 150 Yards to Beach and Restaurants!

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

9.4 out of 10, Exceptional, (50)
"Place was great! Clean and all new interior decor, furniture and appliances. Awesome location. Would definitely come back again. "
The price is AED 404
AED 1,137 total
includes taxes & fees
9 Jun - 10 Jun
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Casa Blanca Villa C05

9.8 out of 10, Exceptional, (9)
"Great location, friendly, and hospitality. Staff was very helpful and friendly, Jeff bailed us out with a difficulty in the laundry room."
Casa Blanca Villa C05

Renovated 1 Bed / 1 Bath Condo on Siesta Beach!

10.0 out of 10, Exceptional, (6)
"Best place to stay"
Renovated 1 Bed / 1 Bath Condo on Siesta Beach!

Casa Blanca Villa D08

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

2 Minute Walk to Siesta Beach -really!! Great value, great location !!!

9.8 out of 10, Exceptional, (56)
"This is a great place to stay close to the beach and local shops. Owner was great to deal with and everything was clean. Had a great stay, only wish it was longer!"
2 Minute Walk to Siesta Beach -really!! Great value, great location !!!

Beachy 3-bedroom Villa on Siesta Key with WiFi, AC

10.0 out of 10, Exceptional, (2)
"This house is clean, beds and showers are top notch quality, all new appliances, great location to access everything on Siesta key, nice walk to beach, quiet, wonderful pool, kind neighbors, responsive host! "
Beachy 3-bedroom Villa on Siesta Key with WiFi, AC

Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

10.0 out of 10, Exceptional, (6)
"If you are looking for a luxury stay on Siesta Key, look no further. This house is incredibly gorgeous, has all you need, and it is calming with the pool in the middle. The pier was great, the outdoor space was awesome, and overall, it was one of the best trips because of this property! The property manager and owners are fabulous as well!!"
Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Casa Blanca Villa B03

9.4 out of 10, Exceptional, (16)
"Rating Details: The property manager was very helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We LOVE the location and the complex. The management team has always been very accommodating and helpful. Our only issue is the actual Villa itself. We have stayed in the same Villa now for 2 years. We find we are having to purchase...
Casa Blanca Villa B03

Villa 49 - Premium - Aloha Kai Vacation Villas

Villa 49 - Premium - Aloha Kai Vacation Villas

Perfect Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!

10.0 out of 10, Exceptional, (1)
"We loved this place. It was newly remodeled and very clean. Also super quiet. Short walk to the beach and restaurants. Would have been nice if they had basics like coffee filters, salt, and cooking oil. We are hoping to stay again. The best stay we’ve had in Florida. "
Perfect Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!

Horizons West #C-5 is a Beautiful 2 Bedroom Beachside Villa on Siesta Key

8.8 out of 10, Excellent, (3)
"Photos were deceptive on location. Unit was nice. Check in late was poorly handled. Email was sent to find out late check in policy. No reply was sent. Arrived at 11 pm to find a lock box with no code given to me for entry. Called number to have a long list of people to leave a message for. Spent the night in a hotel room 15 miles away. Hotel and uber costs. incurred. Nice room, nice pool and nice beach. likely will not return due to the headaches upon my arrival and the lack of attention to my...
Horizons West #C-5 is a Beautiful 2 Bedroom Beachside Villa on Siesta Key

Beautiful Remodeled 2br 2b beachside Villa at Horizons West A-9

Beautiful Remodeled 2br 2b beachside Villa at Horizons West A-9

Villa 51 - Premium - Aloha Kai Vacation Villas

Villa 51 - Premium - Aloha Kai Vacation Villas

Beautiful 3 Bedroom 2 Bath, With A Quick Walk to Siesta Beach!

Beautiful 3 Bedroom 2 Bath, With A Quick Walk to Siesta Beach!

Find Your Happy Place on Siesta Key, Crescent Beach

10.0 out of 10, Exceptional, (10)
"The experience was great! Location was excellent and the condo was perfect! We had an awesome vacation!"
Find Your Happy Place on Siesta Key, Crescent Beach

Beachy villa on Siesta Key with heated pool, screened in lanai, and ground level

10.0 out of 10, Exceptional, (5)
"This is a very nice location, close to the beach and Main Street but yet far enough away that it’s quiet! The unit was very clean an organized and great for someone that is OCD:)) The owners were very kind and quick response. You won’t be disappointed"
Beachy villa on Siesta Key with heated pool, screened in lanai, and ground level

Sparkling Clean Villa at Vista Hermosa. Walk to Beach, Dining, Shopping & More 167

Sparkling Clean Villa at Vista Hermosa. Walk to Beach, Dining, Shopping & More 167

*Fully Renovated* Lil' Nauti Beach Villa *Pool & Dock* on Siesta Key

10.0 out of 10, Exceptional, (8)
"Clean and comfy place, enjoyed our stay."
*Fully Renovated* Lil' Nauti Beach Villa *Pool & Dock* on 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.
Don't see what you're looking for?
See all available properties in Siesta Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Siesta Key

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4652)
"Great stay"
The price is AED 492
AED 639 total
includes taxes & fees
27 May - 28 May
Tropical Beach Resorts

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

10.0 out of 10, Exceptional, (20)
"Outstanding. 10/10"
The price is AED 6,016
AED 11,809 total
includes taxes & fees
16 May - 17 May
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1092)
"Close to beach and pool ."
The price is AED 659
AED 869 total
includes taxes & fees
19 May - 20 May
Captiva Beach 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

Why book your villa in Siesta Key with Expedia?
With Expedia, it’s a cinch to find your dream villa in Siesta Key. Getting away with the kids? Make use of our filters to look for stays with amenities like a pool and WiFi. If you’re sticking to a budget, choose how much you want to spend and your preferred star rating. We’ll help you find the right place that suits your taste and style.
How can I find cheap villas in Siesta Key?
The simplest way to score cheap villas in Siesta Key is with Expedia’s helpful filter tool. Tailor your search results by amenities, budget and star rating to land awesome prices in just a couple of clicks.