Siesta Key Waterfront Vacation Rentals, Apartments, & More - 425 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 / 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 / 30

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
"We had a wonderful stay at Siesta Key 611. The condo was very clean with modern updates. The kitchen was fully stocked with everything we needed to make meals everyday. We loved how close the pool was to the unit, just a few steps away! It is also a..."
- Kristin Glass, Baltimore MD
(7) Excellent (7 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 / 29

Siesta Key Condo
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"EXCELLENT EXPERIENCE.bEAUTIFULLY DECORATED WITH ALL THE EXTRAS.kITCHEN WELL EQUIPTED WITH ALL THE NECESSARY THINGS I NEEDED.i LOVE TO COOK ON OUR VACATIONS AND ENJOYED THE WONDERFUL AMINITIES.Best extra for the beach were the chairs and terrific umbrella.We..."
- Kathy and David Faircloth, North Augusta,SC
(1) Excellent (1 review)
1 / 19

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
"We had such a wonderful trip to Siesta Key! The condo was very nice. Beautifully decorated, very clean, and great location! Everything from booking it to checking out was very easy. Everything we needed was available to us, and more! Everybody..."
- Kristine Wille Linde, Janesville, WI USA
(10) Excellent (10 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 / 20

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
"Found this property on the website and I'm glad I did. Ms Kathy is great! The property was beautiful. From the minute we walked in, the place is very nice and relaxing. Everything you need in the comfort of your home including beach equipments. Felt..."
- Jennie Go Felipe, Memphis, TN
(18) Excellent (18 reviews)
1 / 16

Siesta Key Condo
1 BR / 1 BA / Sleeps 4 1 4 7 night min stay
Condo / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
"This is a fabulous apartment. Two bedrooms two bathrooms and plenty of living space. The best bit for us was the size of the balcony. It's lovely, catches the sun from mid morning onwards and it's big enough for the loungers and the table and chairs...."
- Sarah Sussmes, West Sussex, UK
(5) Excellent (5 reviews)
1 / 14

Siesta Key Condo
1 BR / 1 BA / Sleeps 4 1 4 7 night min stay
Condo / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
"This was a great rental property for me and my son! We stayed the whole week to celebrate my birthday. This condo is located right across the street from Siesta Key public beach and it was just a quick walk. I loved that they already had beach chairs..."
- Anjuli Velazquez, Atlanta, GA, USA
(11) Excellent (11 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
"Location, lay out, decorations, views - all are amazing. Feel very lucky that we found this place. Everything we needed was available, so it made packing easy. House has a property manager that was very helpful. Huge main bedroom and bathroom. ..."
- Carter Atkins, Pennsylvania
(5) Excellent (5 reviews)
1 / 27

Siesta Key Villa
2 BR / 2 BA / Sleeps 6 2 6 5 night min stay
Villa / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We enjoy our stay, the rooms was amazing! ! ! evrething u need for whole family u have in the unit :)I recomended this place and for sure we will comeback here:)"
- Aliona Gonza, Chicago,il
(42) Excellent (42 reviews)
1 / 6

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) • DVD Player • View (Water)
1 / 6

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) • DVD Player • View (Water)
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 / 19

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 loved this affordable rental vacation spot! Everything was as explained and our family can't wait to visit again. We highly recommend this property!"
- Brandi Spurlock, Millersport, Ohio
(5) Excellent (5 reviews)
1 / 40

Siesta Key Condo
2 BR / 2 BA / Sleeps 6 2 6 14 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"If I had to write one word it would be: GREAT! Great location - just 10 minutes max walking to the beach, no sand in your car :) All shopping is within 15 minutes drive - Costco, Walmart. Free taxi ride within Siesta Key - very clever way to attract..."
- Aleks Gryshchenko, Kitchener, ON Canada
(3) Excellent (3 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 / 24

Siesta Key Condo
2 BR / 1.5 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 1.5 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"Just enjoyed a week at Sandy's Siesta, Condo is lovely and the Midnight Cove site is very nice, we hope to return soon"
- Steve Shaw, Uk
(2) Excellent (2 reviews)
1 / 14

Siesta Key Condo
1 BR / 1 BA / Sleeps 5 1 5 3 night min stay
Condo / 1 Bedroom / Sleeps 5
1 bedrooms 1 bathroom Sleeps 5
High Speed Internet • Dishwasher • Microwave
"First time staying at this condo, and we were not disappointed! It was very clean and nicely decorated! It had everything that we needed for our week stay. The location was great! Close to the beach, pool, stores and Captain Curt's, which is..."
- Gayle Yoder, Hicksville, OH
(20) Excellent (20 reviews)
1 / 9

Siesta Key Condo
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I loved this condo a lot, it was so close to the beach, it was clean and everything was there for you"
- margherita pascucci, michigan
(6) Excellent (6 reviews)
1 / 21

Siesta Key Condo
1 BR / 1 BA / Sleeps 3 1 3 Min stay varies
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Dishwasher • Microwave
"We actually stayed in unit #113 and it was simple but clean with updated kitchen. The grounds, pool, and amenities were well maintained and clean. The Gulf view was amazing! We have visited many beaches but this was the most beautiful with a quiet ..."
- Teresa Isaacs Christian, Troy, Ohio USA
(2) Excellent (2 reviews)
1 / 33

Siesta Key Condo
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Our stay at Pau's condo was great from Day 1. Our condo was impeccable. I am very picky with where I stay and this was beyond my expectation of cleanliness. The condo had everything we could think of available to us. The beds were so comfortable and..."
- Lisa Lauther, Delaware
(5) Excellent (5 reviews)
1 / 8

Siesta Key Condo
2 BR / 2 BA / Sleeps 4 2 4 30 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
Dishwasher • Microwave • Air Conditioning
"This was the most relaxing clean and friendly stay ever! I have been to Florida each year for 14 years and this was by far the best trip ever! I was very please with the place we stayed the view and the weather was just fantastic! I suggest anyone ..."
- Tina Funk-Preston, Cincinnati ohio
(2) Excellent (2 reviews)
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