Siesta Key Pet-Friendly Vacation Rentals, Apartments, & More - 424 Rentals Available

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1 / 25

Siesta Key Townhouse
1 BR / 2 BA / Sleeps 4 1 4 No min stay
Townhouse / 1 Bedroom / Sleeps 4
1 bedrooms 2 bathrooms Sleeps 4
Dishwasher • Microwave • Air Conditioning
"We had an excellent stay at Gumbo Limbo. Last year, we stayed near Crescent Beach and this stay was so much more enjoyable! As a family of 3, this suite was the perfect size for us. Just steps away from Siesta Beach and we fell in love with the lagoon..."
- Elisha Craig, Tuscaloosa, AL
(1) Excellent (1 review)
1 / 17

Siesta Key Condo
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"Great property, beautiful pool, super close to the beach and the village - will totally be back! Awesome property management as well:)"
- Libby Monnot, Fort Myers, FL
(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 / 45

Siesta Key Home
4 BR / 2.5 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 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 / 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 loved this house in Siesta Key! It was beautiful , roomy and quite comfortable. The georgous beach was within walking distance of the property and when done for the day, we all enjoyed a dip in the lovely pool back at the house! This property..."
- Stacy Pittman Knight, Orlando, FL
(10) Excellent (10 reviews)
1 / 13

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 • Air Conditioning
"We stayed in Unit A and it was terrific. Very clean with updated appliances/fixtures. Private patio and beach gear were a real plus. The agent we went through was fabulous. He was very responsive and provided us with much appreciated restaurant names..."
- Kathy Clark, Carmel, Indiana
(10) Excellent (10 reviews)
1 / 16

Siesta Key Condo
2 BR / 1 BA / Sleeps 6 2 6 1 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I can't say enough good things about this property. The location was great, close to the beach and an easy walk into the village. I don't think I have ever stayed anywhere that was so clean! They have every amenity available. We stayed for an extended..."
- Scott Lamm, Jersey shore, nj
(9) Excellent (9 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
(4) Excellent (4 reviews)
1 / 21

Siesta Key Townhouse
3 BR / 2 BA / Sleeps 7 3 7 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
"location was perfect, comfy beds, excellent customer service! We will definitely return."
- Kim Reed-Howell, Myersville MD
(13) Excellent (13 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 / 10

Siesta Key Apartment
1 BR / 1 BA / Sleeps 3 1 3 Min stay varies
Apartment / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Microwave • Air Conditioning
"The place was in the perfect spot and couldn't have been better. Very clean, great location. Would definitely stay again!"
- Rich Gianforcaro, NJ
(5) Excellent (5 reviews)
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