Siesta Key Vacation Rentals

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Browse Select Siesta Key Vacation Homes

Siesta Key Island Rentals
3.0 star property
10.0 out of 10, Exceptional, 12 reviews
"15 minute or less walk to everything you need. "
Siesta Key Island Rentals
Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very good, 26 reviews
"I like everything, thank you so much!!!"
The price is CA $180
CA $573 total
includes taxes & fees
Jun 4 - Jun 5
Siesta Heron Suites & Villas
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
9.6 out of 10, Exceptional, 100 reviews
"This cottage is just steps away from the beach and Siesta Village with many restaurants, shops, and the market. You can park your car and never move it until check out. The cottage’s terrace was perfect for morning and nights. Everything was clean and neat. They have beach chairs (5 Tommy Bahama chairs), a cooler, beach cart, umbrella, and more. Keurig and drip coffee, everything we needed for the kitchen and plenty of paper supplies. We would definitely stay again."
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
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4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -
10.0 out of 10, Exceptional, 165 reviews
"This is our second trip to sea palm cottages in the last 8 months. The house is comfortable, the decor is lovely and the owners are delightful to work with. The pool is a backyard oasis and is an easy walk to white sand beaches and downtown restaurants and shops. We are already planning our next visit back!"
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -
Siesta Key Beach House...................steps to main beach!!
Siesta Key Beach House...................steps to main beach!!
Retreat Half-Mile to Beach/Siesta Key Village
8.8 out of 10, Excellent, 25 reviews
"Overall great experience. Home was close enough to the Siesta Village that we could walk. Close to market and trolley. Quiet neighborhood. House was clean and comfortable."
Retreat Half-Mile to Beach/Siesta Key Village
Bianco Sands by Beachside Management
3.5 star property
8.2 out of 10, Very good, 80 reviews
"Very nice and cosy place "
Bianco Sands by Beachside Management
Beautiful 3 bedroom/2.5 bath Condo On Siesta Key!
9.4 out of 10, Exceptional, 3 reviews
"Perfect location across the street from the beach access. Management company slow to respond to issues with refrigerator and Wifi. Couldn't use freezer for most of the week and Wifi was never repaired the last 3 days of trip. Disappointing given the cost of this high-end rental where I would expect to be able to use the freezer to store groceries for the week. Instead we had to throw most of them out."
Beautiful 3 bedroom/2.5 bath Condo On Siesta Key!
Siesta Key vacation rental home close to village with swimming pool and free wifi
10.0 out of 10, Exceptional, 5 reviews
"The house was perfect for our stay, very spacious and clean. Pool was fantastic, golf cart was convenient, and property management was very responsive and helpful. Would definitely recommend!"
Siesta Key vacation rental home close to village with swimming pool and free wifi
Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach
10.0 out of 10, Exceptional, 80 reviews
"The house is beautiful and the heated, enclosed pool is perfect. Location is very close to market and beach entries. Very comfortable and the neighborhood is quiet and family friendly. I would recommend it for sure."
Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach
Siesta Delight: Pool w/Spa & Slide, Walk to the Beach, Family Friendly, Views
10.0 out of 10, Exceptional, 26 reviews
"it would be nice if there were sand toys etc for the beach a toy chest of sorts so you didn't have to go and buy all that stuff and then leave it for what? Also, there was not a pen or pencil paper etc anywhere that we could find."
Siesta Delight: Pool w/Spa & Slide, Walk to the Beach, Family Friendly, Views
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
8.6 out of 10, Excellent, 27 reviews
"We rented this house based upon the photos showing the vintage style beach home and because the location was literally steps away from where we were getting married on the beach. We had a minor mishap during our stay that was completely our fault. The owner was very responsive and understanding. I highly recommend this beautiful beach cottage."
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
9.8 out of 10, Exceptional, 190 reviews
"We really enjoyed our stay. We were so close to the beach, it being private was great. Chairs are available to bring down on the beach but you don’t have to bring them back which was awesome. Great communication. Would definitely stay again."
The price is CA $547
CA $1,090 total
includes taxes & fees
Jun 17 - Jun 18
Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
Luxury Home w/ Heated Pool and Private Beach Access
9.4 out of 10, Exceptional, 88 reviews
"Our family stayed here and found it to be a very clean and well kept property. The private beach access was great. The pool gets very little sun, but still nice."
Luxury Home w/ Heated Pool and Private Beach Access
Breathtaking Stunning Decor steps to private beach 3 night min any day of week
9.8 out of 10, Exceptional, 65 reviews
"We really enjoyed our stay in siesta key. The condo was clean and very well stocked with any extras a person might need like towels, dishwasher tablets, detergent, etc. it was also on the ground floor which was very convenient for unloading and loading the car. I was disappointed that we could not see the ocean from the condo. I thought I had filtered beachfront and oceanfront properties when we booked but maybe I didn’t. It was a very short walk to the beach. I was just hoping to soak in as...
The price is CA $587
CA $1,129 total
includes taxes & fees
Jun 16 - Jun 17
Breathtaking Stunning Decor steps to private beach 3 night min any day of week
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!
9.4 out of 10, Exceptional, 22 reviews
"Siesta Keys is a must visit 10 out of 10. Our accommodations were outstanding perfect location walking distance to everything a 10 out of 10."
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!
Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to Siesta Key Village
9.8 out of 10, Exceptional, 17 reviews
"The place was very nice. The bathroom situation was weird. It was a bit expensive and that stressed my mom out. The kitchen had everything you could possibly need. I wish I would have gotten a place with a pool. We loved the large living and dining area, the beds and pillows were not very comfortable"
Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to Siesta Key Village
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
9.6 out of 10, Exceptional, 78 reviews
"Cute little place in the perfect location. Lisa was very communicative and accommodating."
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!
7.0 out of 10, Good, 2 reviews
"The property was nice, however it seemed a bit run down overall. The exterior of the building, the staircase, the windows were old and dirty. The jacuzzi tub was old and black chunks bubbled up when we tried to use it. The upstairs bathroom didn’t have a curtain and people down on the street could see my teenagers showering. The beds were very squeaky when you move. Very limited supply of towels/washcloths. I had to ask for more twice. Only four forks in the house, and had to ask for more from...
Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!
:: Villa Oasis located in the heart of Siesta Key ::
10.0 out of 10, Exceptional, 21 reviews
"Brigitte’s home was the perfect getaway, located in a quiet part of Siesta Key but still a short drive, walk or bike ride to town and beaches. The house was well stocked with plenty of beach gear, a grille, and other amenities. The house has a fabulous decor. We really enjoyed the pool area, which has different places to hang out. Brigitte was a wonderful host, available when needed or to answer questions. We hope to come back again."
:: Villa Oasis located in the heart of Siesta Key ::
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See all available properties in 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.

Other property types in Siesta Key

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, 4,365 reviews
"Cozy stay, beautiful beach, and tasty food nearby"
The price is CA $199
CA $255 total
includes taxes & fees
Jun 11 - Jun 12
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, 164 reviews
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The price is CA $833
CA $996 total
includes taxes & fees
Jun 19 - Jun 20
The Residences at Siesta Key Beach by Hyatt Vacation Club
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, 1,039 reviews
"Good location, small rooms, no closet"
The price is CA $245
CA $324 total
includes taxes & fees
Jun 2 - Jun 3
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.

Siesta Key Vacation Homes information

Number of reviews
961
Accommodation
644 Vacation Homes
Lowest Price
CA $180
Highest Price
CA $587

Recent Reviews in Siesta Key
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