Siesta Key Luxury Vacation Rentals, Apartments, & More - 57 Rentals Available

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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 / 24

Siesta Key Condo
1 BR / 1 BA / Sleeps 4 1 4 Min stay varies
Condo / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
"Thank you for a wonderful week! The room was beautiful and Mary Ann and staff were all so accommodating to anything that you may need! We would highly recommend Siesta Palms to everyone! We are looking forward to coming back as soon as possible, ..."
- Beth and Larry, Hilton Head, SC
(4) Excellent (4 reviews)
1 / 34

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 / 24

Siesta Key Condo
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We had a larger group but with the 3 beds and plenty of living space never felt cramped. It's a super short walk to the beach and having a full kitchen with a lot of accessories made for an easy and fun trip! We had one of the showers draining slow initially..."
- Kate Howland, Melbourne, FL
(1) Excellent (1 review)
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
"The house and location were amazing! The pictures do not do it justice! We were greeted and shown around the property. We are hoping to return to this slice of heaven!"
- Angel Lehman, Denver Colorado
(6) Excellent (6 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 / 7

Siesta Key Home
2 BR / 2 BA / Sleeps 4 2 4 Min stay varies
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
TV (Antenna) • Washer/Dryer • DVD Player
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 / 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 / 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 / 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 / 6

Siesta Key Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
TV (Antenna) • DVD Player • View (Water)
1 / 7

Siesta Key Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • DVD Player • View (Water)
1 / 6

Siesta Key Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
TV (Antenna) • DVD Player • View (Water)
1 / 29

Siesta Key Townhouse
4 BR / 3.5 BA / Sleeps 12 4 12 7 night min stay
Townhouse / 4 Bedrooms / Sleeps 12
4 bedrooms 3.5 bathrooms Sleeps 12
Dishwasher • Microwave • Air Conditioning
"We stayed in the one- bedroom garden unit on the left side. It was perfect for us. Plenty of room to spread out and relax. The kitchen was well equipped and the bed was comfortable. Having a swimming pool, laundry, and an outside grill was a big plus...."
- Sabine Hedberg, Rockport, MA USA
(10) Excellent (10 reviews)
1 / 5

Siesta Key Home
3 BR / 3.5 BA / Sleeps 7 3 7 Min stay varies
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 3.5 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
"When we pulled into Tiffany Sands, we knew it was going to be something special! We had a week of pure bliss. The amenities were unbelievable. Every morning we were greeted by warm sun and the sound of rolling waves. One of the many benefits of ..."
- Scott Schenker, Orlando, FL
(2) Excellent (2 reviews)
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)
1 / 19

Siesta Key Condo
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Great place to stay if your looking for a condo right on the beach. Condo had everything you need for a great stay. We had one small issue that was resovled right away and our stay was perfect after with no problems. Only minor thing that was bad was..."
- Tom Wasurick, Wrightstown, WI
(6) Excellent (6 reviews)
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