Siesta Key Luxury Vacation Rentals, Apartments, & More - 65 Rentals Available

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1 / 41

Siesta Key Condo
2 BR / 2 BA / Sleeps 5 2 5 7 night min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
"Our stay at Siesta Palms was great. The condo was very clean and up to date. We enjoyed the beautiful pool and proximity to the beach. The owners couldn't have been kinder or more accommodating. I highly recommend this condo."
- Lori Wiederkehr, New Haven, Indiana
(2) Excellent (2 reviews)
1 / 15

Siesta Key Home
4 BR / 4.5 BA / Sleeps 14 4 14 Min stay varies
Home / 4 Bedrooms / Sleeps 14
4 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We used this house as a work retreat and a celebration! Overall, the house was perfect. Plenty of space, the views were awesome, the living room was great for a work meeting (5 people). The balconies were great. A good location...away from the town..."
- Caroline Morello Gregorovic, NJ
(7) Excellent (7 reviews)
1 / 33

Siesta Key Townhouse
3 BR / 2.5 BA / Sleeps 7 3 7 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 7
3 bedrooms 2.5 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
"Very clean, all we needed was paper plates and plastic cups (to avoid washing) and our clothes and toiletries. Place was packed w all you needed for a beach getaway. Plenty of beach towels, chairs, buggy, and kitchen supplies. Close to the beach. ..."
- Maria Ciocca, Miami, FL USA
(5) Excellent (5 reviews)
1 / 19

Siesta Key Townhouse
2 BR / 2 BA / Sleeps 8 2 8 Min stay varies
Townhouse / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The house was perfectly located 1 block from the beach and access point #10. The house is large, well- equiped and very comfortable. You are a couple of blocks from Siesta Village and all that it has to offer. I would highly recommend this house to..."
- Herbert J. Baumann, St. Louis (Ballwin), Missouri
(6) Excellent (6 reviews)
1 / 23

Siesta Key Condo
2 BR / 1 BA / Sleeps 6 2 6 3 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Unfortunately my wife and I could only stay a few days. The condo is well kept, well equipped. Short 300 yard walk to the beach was awesome. We have stayed many times in Siesta Key and were impressed with our first visit to this condo. Would definitely..."
- Mike Pilon, Manhattan, IL
(5) Excellent (5 reviews)
1 / 18

Siesta Key Condo
2 BR / 2 BA / Sleeps 6 2 6 3 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"just got back from a great vacation in siesta key . The condo was clean and the beds were extremely comfortable. The owner also provided all the necessary items needed to go and enjoy the beautiful beach ! ! ! ! The condo is located close to the beach..."
- Lauren Gordon, Ipswich ma
(3) Excellent (3 reviews)
1 / 24

Siesta Key Home
4 BR / 2.5 BA / Sleeps 12 4 12 Min stay varies
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 2.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"We stayed for a long weekend with 4 other couples. The house is clean and well decorated and beautiful. The kitchen is well equipped. The pool and property are great and tons of beach chairs are available. We had a great time!"
- Amy Geskey Jacobson, Michigan
(11) Excellent (11 reviews)
1 / 30

Siesta Key Home
4 BR / 4 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Air Conditioning • Private Pool
"10 adults stayed at this property for a week and could not fault it. The Villa and pool area are fantastic. Walking distance to the bars."
- kris nicol, Houston
(3) Excellent (3 reviews)
1 / 13

Siesta Key Home
2 BR / 2 BA / Sleeps 8 2 8 Min stay varies
Home / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"My family and I had the best time! We enjoyed the house and the pool so much we didn't even go out. Spent 3 days of bliss. This was a last minute reservation and the management company and the owner were fantastic in dealing with my request. My..."
- Gloria Vilá, Sarasota
(1) Excellent (1 review)
1 / 24

Siesta Key Home
7 BR / 5 BA / Sleeps 18 7 18 Min stay varies
Home / 7 Bedrooms / Sleeps 18
7 bedrooms 5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"We had a 100th birthday party for my mother and everyone had a wonderful time the house is very spacious and beautiful"
- Gloria Brumund, Chicago il.
(3) Excellent (3 reviews)
1 / 20

Siesta Key Townhouse
3 BR / 3.5 BA / Sleeps 10 3 10 7 night min stay
Townhouse / 3 Bedrooms / Sleeps 10
3 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"The home was beautiful and thank God for the functional elevator. It's proximity to the beach and Siesta Key Village was perfect."
- marsha herman, Pinellas County, FL
(2) Excellent (2 reviews)
1 / 18

Siesta Key Cottage
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Cottage / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"We loved the home. We had our whole family, parents, children, grandchildren, and it was spacious enough for everyone to have their own space. The tropical back yard was gorgeous. The kitchen was very well equipped. The only negative is the kitchen..."
- Debbie Peters, Indiana
(1) Excellent (1 review)
1 / 29

Siesta Key Estate
7 BR / 6 BA / Sleeps 18 7 18 Min stay varies
Estate / 7 Bedrooms / Sleeps 18
7 bedrooms 6 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"Beautiful beach house. Everything was thought about when they built & furnished this home. Great for family get togethers."
- Lisa Pacheco, GA
(1) Excellent (1 review)
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