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Siesta Key Beach Rentals <span>& Vacation Rentals - 424 Rentals Available</span>
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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 / 18

Siesta Key Cottage
4 BR / 3 BA / Sleeps 10 4 10 7 night min stay
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 / 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 / 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 / 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 / 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 / 7

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
"The house was exactly as shown on the website (which is unusual). Loved sitting in the lanai at poolside enjoying the sun and view. Close to Siesta Key Beach and many places to eat. Plenty of room in the house in fact we had more room than needed. The..."
- Bob Hertel, Sterling Heights Michigan
(5) Excellent (5 reviews)
1 / 12

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 condo was great. House was equiped with everything you need. It was home away from home! Spacious and very clean place. There is a pool in the back yard that we enjoyed a lot when we didnt go to the beach. Beach is close to the condo and its beautiful...."
- Lily Jurcevic, Cleveland, Oh USA
(4) Excellent (4 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 / 30

Siesta Key Condo
2 BR / 2 BA / Sleeps 4 2 4 Min stay varies
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 / 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 / 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 / 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 / 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 / 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 / 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 / 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 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
"My husband and I just spent 2 wonderful weeks at Sandy's condo located in Siesta Key. This was our first visit to Siesta Key, but it definitely won't be our last. First let me say that Sandy is by far the best rental owner we have worked with to date..."
- Andrea Erchul, Gilbert, Mn
(3) Excellent (3 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 / 24

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
"Visited Siesta with one of my daughters to celebrate her 21st birthday and the condo was perfect for the two of us! Location is fantastic! Right across from the beautiful Siesta Key public beach without the hassles of parking. Condo had everything..."
- Betsy Testa, Potomac, Maryland
(23) Excellent (23 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 / 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 / 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)
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Top 10 Activities in Siesta Key

Top 10 Activities in Siesta Key
A beach lover’s paradise, Siesta Key is packed with stunning stretches of sand and natural beauty. When you’re planning your next vacation to Siesta Key, don’t miss out on these top 10 activities.
 

Siesta Beach

Siesta Beach, one of the most popular beaches in the area, has plenty of soft sand for sunbathing and sparkling water for swimming. The sand here is 99 percent quartz, which means it stays cool even on warm days. There’s lifeguard protection year-round and a playground for young kids. Visitors will find plenty of parking spots here.
 

Ken Thompson Park

This waterfront park features boardwalks, boat access, and fishing areas. Cast your line from the pier, wander along the elevated boardwalk, or canoe through the mangrove forest at Ken Thompson Park. There’s no admission fee, and parking is available.
 

Ringling Museum of Art

For a dose of culture, look no further than the Ringling Museum of Art in Sarasota. With beautiful ...

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Three Day Itinerary: Siesta Key, FL

Three Day Itinerary: Siesta Key, FL
Siesta Key is a barrier island just off the coast of Sarasota, Florida. Famous for its soft white sand, Siesta Key is the ideal destination for vacationers who want to rest, relax, and enjoy a slower pace of life. From water rentals to fresh seafood, everything at Siesta Key revolves around the ocean.

Day 1: Treat Yourself at Siesta Key Village
A Siesta Key vacation is all about sun and sand, but don't hit the beaches ill-equipped. Head to Siesta Key Village for an indulgent day of shopping and dining. With 6,000 square feet of retail space, the Beach Bazaar has everything you could need for swimming, surfing, snorkeling, sunbathing, and otherwise enjoying your beach escape. Other shops in the village, such as Siesta Key Outfitters and Siesta Key University, offer other gear as well as beach-themed souvenirs for you to take home.

Stop at The Lobster Pot for a casual lunch with New England flair. Try a lobster roll or lobster bisque made with lobsters from Bar Harbor and ...

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About Siesta Key

If you're planning a vacation to this island paradise, you may want to consider Siesta Key vacation rentals. This beautiful barrier island spans eight miles just off the coast of Sarasota in the Gulf of Mexico. Resorts can be overcrowded and overpriced, but Siesta Key vacation home rentals are always private and generally quite affordable. This destination is known as a great romantic getaway, and there are plenty of cozy little cottages for two that will set the perfect mood for your honeymoon or other romantic rendezvous. Regardless of your lifestyle and budget, there is something here to meet your needs.

Things to do

If staying on dry land sounds like a bore, you'll find almost 50 miles of waterways and canals inside the island, not to mention the surrounding Gulf of Mexico and Sarasota and Roberts Bays. Many Siesta Key, FL vacation rentals provide boat docks, and boat rentals are available for you to get out and explore the waters. Other water sports are popular here as well, including fishing, snorkeling, parasailing, and sailboarding. If you'd rather not captain your own ship, plenty of local charter companies offer guided tours. Many of the local restaurants also offer temporary docking, so that you can go to dinner straight from your afternoon on the water. What better way to work up an appetite for some fresh seafood than a day spent in the sand, sun, and surf? We couldn't call it an "island paradise" if it didn't offer warm breezes, cool water, swaying palm trees, and some of the world's finest beaches, including Turtle Beach and Palmer Point Beach. Relaxing on the pure quartz beaches with family and friends is certainly a favorite pastime here, and visitors enjoy the charming beach hideaways and ample bird-watching opportunities. You might also spot some friendly dolphins and manatees dotting the surrounding gulf and bay waters.

Climate

As a top Florida vacation destination you can imagine that Siesta Key offers flawless weather all year round. With over 250 sunny days per year, and a July high of 91 degrees, you're pretty much guaranteed a vacation unspoiled by the elements no matter when you visit. Try booking your trip for the "shoulder season" away from peak times or school vacations to keep crowds at bay. Low humidity makes Siesta Key comfortable, as well as warm. 

Events

If you visit the island during the beginning of May, the beach literally comes alive with figures made of sand during the island's unique sand sculpture contest that draws in world-class artists. Of course, anyone can try their hand at a sandcastle or sand sculpture any time of year. Take part in the Siesta Key drum circle on the Siesta Key public beach EVERY Sunday night. Beginning about an hour before sundown, instruments ranging from drums, flutes, guitars, shakers and cowbells create the circle. Be part of the audience, or participate with music and dance. Enjoy a stroll through the galleries of Palm Avenue on the first Friday of every month. In addition to fine galleries, this area along lower Main Street is known for its unique variety of shops and restaurants. The Siesta Fiesta is in mid-April and celebrates local artisans while fostering a feeling of camraderie around the town. 

Food

After a day out on the beach or screaming while parasailing you're likely to work up an appetite. A place like Senor Siesta. rated #1 on TripAdvisor for Siesta Key restaurants, could fit the bill. With delicious and affordable latin cuisine available such as the empanada appetizer, you will be happy you chose to eat there. If you're looking for a more European flavor, why not try out Bonjour French Cafe & Crepes? For dessert, you should grab a scoop or three at Ciao Gelato or Big Olaf Cremery. Lastly, for a more down home feel, eat at The Cottage Restaurant which has all types of classic American dishes made to perfection. You won't go hungry in Siesta Key, trust us.  

​All of this and more can be found within walking distance or a leisurely drive of Siesta Key vacation rentals, so start planning your trip today!