Siesta Key Vacation Rentals

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Vacation Rentals in Siesta Key

Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
The price is $129 per night from Jun 11 to Jun 12
$129
per night
Jun 11 - Jun 12
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the WiFi and the helpful staff in ...
9.2/10 Wonderful! (3,851 reviews)
"The private beach access is the best part about this property. They do provide beach towels for guests to use. Beach chairs are available to rent or you can bring your own. The staff are very kind. The full kitchen in the room and grills on site are also useful so you don't have to go out to go out ..."

Reviewed on Jun 5, 2023

Tropical Beach Resorts
Captiva Beach Resort
2 out of 5
6772 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is $179 per night from Jun 8 to Jun 9
$179
per night
Jun 8 - Jun 9
Stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (960 reviews)
"The room was very small and the pool is less than ideal. Poll is shared by too many condos so is always overcrowded. Great experience other than that. 4/5"

Reviewed on May 31, 2023

Captiva Beach Resort
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
Stay at this vacation home in Siesta Key. Enjoy a beach locale, WiFi, and onsite parking. Popular attractions Siesta Key Beach and Lido Beach are located nearby. ...
9.4/10 Exceptional! (10 reviews)
Perfect Beach Cottage
"We rented this house based upon the photos showing the vintage style beach home and because the location was literally steps away from where we were getting married on the beach. We had a minor mishap during our stay that was completely our fault. The owner was very responsive and understanding. ..."

Reviewed on May 30, 2023

SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

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Hyatt Residence Club Sarasota, Siesta Key Beach
3.5 out of 5
915 Seaside Drive, Siesta Key, FL
The price is $669 per night from Jun 18 to Jun 19
$669
per night
Jun 18 - Jun 19
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (108 reviews)
"Awesome"

Reviewed on May 27, 2023

Hyatt Residence Club Sarasota, Siesta Key Beach
Cabanas on Canal #316, located on the infamous Siesta Key!
The price is $155 per night from Jun 9 to Jun 10
$155
per night
Jun 9 - Jun 10
Stay at this cottage in Siesta Key. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby. Discover ...
8.6/10 Excellent! (7 reviews)
Great spot
"I will rent this property again !! It das need some upgrades for sure !!! But the location is amazing!!! Walking distance to restaurants,bars and beaches!!"

Reviewed on May 26, 2023

Cabanas on Canal #316, located on the infamous Siesta Key!
A few steps from the beach with community pool
Stay at this condo in Siesta Key. Enjoy WiFi, onsite parking, and a patio. Popular attractions Siesta Key Beach and Lido Beach are located nearby. Discover genuine ...
9.4/10 Exceptional! (21 reviews)
Nice area
"Number one thing is the area is very nice. Loved having the beach close by. Your beach area is very small. Now the dislike part....we were never told that they were having the roof done while we were staying. I even called and made a complaint and the manager never called back. When you have someone ..."

Reviewed on Jun 1, 2023

A few steps from the beach with community pool
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
Stay at this family-friendly vacation home in Siesta Key. Enjoy free WiFi, private pools, and onsite parking. Popular attractions Siesta Key Beach and Lido Beach ...
9.6/10 Exceptional! (46 reviews)
Beautiful home
"We booked this home in February. Once it was time to leave we were unable to reach owner to confirm. We did finally hear from them. House was beautiful. Pool was fantastic! Really enjoyed our stay. It would’ve been great if the dock was fixed, but we fished anyway without a boat. Overall pool and ..."

Reviewed on May 31, 2023

LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
The Ringling Beach House
3.5 out of 5
523 Beach Road, Siesta Key, FL
Stay at this 3.5-star apartment in Siesta Key. Enjoy free WiFi, free parking, and a terrace. Our guests praise the WiFi and the helpful staff in our reviews. ...
9/10 Wonderful! (193 reviews)
"This property is a consumer best buy in terms of options in the key. Being able to walk across the road to the beach access, especially when you have young kids, can’t be beat. It’s also beautiful inside with loads of amenities, and the staff is so pleasant. The street facing apartment is a little ..."

Reviewed on Apr 10, 2023

The Ringling Beach House
Ideal Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
Stay at this cottage in Siesta Key. Enjoy free WiFi, onsite parking, and a porch. Popular attractions Siesta Key Beach and Lido Beach are located nearby. Discover ...
8/10 Very Good! (16 reviews)
Excellent stayed two weeks very close to everything all within walking beaches, shops and restauran.
"My wife and I had a wonderful time and meeting new neighbors during our 2 week stay, lucky to have such wonderful weather."

Reviewed on Jan 23, 2023

Ideal Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
Luxury home with Gulf views, pool, & pool spa - steps from the beach
Stay at this family-friendly vacation home in Siesta Key. Enjoy private pools, onsite parking, and an arcade/game room. Popular attractions Siesta Key Beach ...
Luxury home with Gulf views, pool, & pool spa - steps from the beach
Across The Street From #1 Beach
Stay at this cottage in Siesta Key. Enjoy free WiFi, onsite parking, and fenced yards. Popular attractions Siesta Key Beach and Lido Beach are located nearby. ...
10/10 Exceptional! (214 reviews)
Location, Location, Location!!
"Right across the street from Siesta Key Beach(2 min walk if that).Place is awesome, comfy, very clean and private Great accomodations, the owner was easy to communicate with. I highly recommend this to anyone who wants to stay in walking distance to beach and Siesta Village. I will definitely be ..."

Reviewed on May 28, 2023

Across The Street From #1 Beach
SIESTA KEY  BEACH , ROMANTIC UNIT C
Stay at this apartment in Siesta Key. Enjoy free WiFi, onsite parking, and a Smart TV. Popular attractions Siesta Key Beach and Lido Beach are located nearby. ...
8.8/10 Excellent! (9 reviews)
Location has perfect beach access.
"I would definitely consider renting this home again. Nice location for beach access and not far from Siesta Key Village with the bars and restaurants. But home is still in a nice quiet spot."

Reviewed on Apr 30, 2023

SIESTA KEY BEACH , ROMANTIC UNIT C
Unit 68 - 1 Bedroom and 1 Bathroom Condominium with Partial South Views
Stay at this condo in Siesta Key. Enjoy a fitness center, onsite parking, and an in-room DVD player. Popular attractions Siesta Key Beach and Lido Beach are ...
9.8/10 Exceptional! (29 reviews)
Lovely
"We had a great time"

Reviewed on Feb 21, 2023

Unit 68 - 1 Bedroom and 1 Bathroom Condominium with Partial South Views
Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
The price is $399 per night from Jun 13 to Jun 14
$399
per night
Jun 13 - Jun 14
Stay at this beach vacation home in Siesta Key. Enjoy a beach locale, WiFi, and onsite parking. Our guests praise the comfy beds in our reviews. Popular attractions ...
9.8/10 Exceptional! (157 reviews)
steps from paradise
"Great, clean, modern townhouse steps from beach. Super relaxing with all the amenities."

Reviewed on May 30, 2023

Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
Bianco Sands by Beachside Management
3.5 out of 5
1126 Point of Rocks Road, Unit 1108 to 1128, Siesta Key, FL
Stay at this 3.5-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and a terrace. Our guests praise the helpful staff and the spacious rooms in ...
8.2/10 Very Good! (69 reviews)
"Everything was great"

Reviewed on May 24, 2023

Bianco Sands by Beachside Management
On The Beach!! Memeorial day special 60% off @ THE PALM BAY CLUB
Stay at this beach condo in Siesta Key. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Siesta Key Beach and Lido Beach are located ...
9.8/10 Exceptional! (31 reviews)
"Everything about it was awesome!!!"

Reviewed on May 22, 2023

On The Beach!! Memeorial day special 60% off @ THE PALM BAY CLUB
Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach!
Stay at this apartment in Siesta Key. Enjoy onsite parking, an in-room DVD player, and a patio. Popular attractions Siesta Key Beach and Lido Beach are located ...
9.6/10 Exceptional! (15 reviews)
Perfect location
"The best location we could ask for. Steps from the beach. Short walk to the Village shops and restaurants. This building has four rentals, a small pool, chairs and umbrellas for the beach ( very appreciated) , a cute outside shower to wash the sand off, a parking spot, trash pick up, air conditioning, ..."

Reviewed on Apr 14, 2023

Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach!
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Stay at this condo in Siesta Key. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located nearby. ...
9.8/10 Exceptional! (50 reviews)
Favorite resort
"We’ve stayed at Siesta dunes for about 15 years now. Our first stay at this unit. Everything was perfect! 😎 🏖️"

Reviewed on May 27, 2023

WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Decadence on Siesta Key with private pool and dock
Stay at this vacation home in Siesta Key. Enjoy private pools, WiFi, and a fitness center. Popular attractions Siesta Key Beach and Lido Beach are located nearby. ...
9/10 Wonderful! (17 reviews)
Great little private retreat
"My wife and I were looking to visit Siesta Key but not stay in a commercial hotel. We found this little house equipped with your own private jacuzzi/pool. It walking distance of the beach and the main street where all of the restaurants are located. The house was cozy and the property owner was very ..."

Reviewed on Apr 30, 2023

Decadence on Siesta Key with private pool and dock
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access
Stay at this condo in Siesta Key. Enjoy a beach locale, WiFi, and onsite parking. Popular attractions Siesta Key Beach and Lido Beach are located nearby. Discover ...
9.4/10 Exceptional! (27 reviews)
May 2023
"Excellent location 3 minute walk to private beach!"

Reviewed on May 28, 2023

Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Siesta Key you may be interested in

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Tropical Beach Resorts
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Tropical Breeze Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Siesta Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Siesta Key vacation rental for you. At Expedia, you can take your pick from accommodation rentals, private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on... and on.. 

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Siesta Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. Explore our selection of Florida vacation homes

Siesta Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Siesta Key. If you’re looking for a little peace, consider booking during the quieter months, such as October or November. For more hustle and bustle, you may prefer to visit in July or August. 

Prices vary throughout the year. Winter is the cheapest time to visit, with Summer the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, the selection of Siesta Key vacation rentals we have selected for you on this page range between $129 per night and $669 per night. Entering your desired dates in the search wizard you might find even better deals

How to find incredible deals on Siesta Key rentals

At Expedia, we put the best Siesta Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Siesta Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Siesta Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Siesta Key. Or explore even further and have a look at our Florida Keys vacation rentals, rentals in Panama City or vacation homes in Orlando. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Siesta Key?

Yes, we give you a choice of vacation rentals in Siesta Key close to Marie Selby Botanical Gardens, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors to Siesta Key like the popular beaches and live music. You can also check out the entertainment venues while you're visiting.

What are some of the best vacation rentals in Siesta Key?

Bianco Sands by Beachside Management: Visitors like this Siesta Key vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with a terrace and a garden. Some other top choices in Siesta Key are Gertrude's Village House - in the Top Location on the Island, Private Patio and LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕..

How many vacation rentals are there in Siesta Key?

With 846 Expedia vacation rentals, you're sure to find just the right place for your Siesta Key stay.

What can I see and do in Siesta Key?

Family-friendly attractions include Mote Marine Laboratory & Aquarium and The Bishop Museum of Science and Nature, whereas Siesta Key Beach and Lido Beach are a couple of great spots to enjoy the outdoors. You can also visit some other popular places in town, such as St. Armands Circle and Turtle Beach.

What are vacation rentals like in Siesta Key?

Vacation rentals are private accommodations you can stay in for several days or longer in Siesta Key. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

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