Siesta Key Vacation Rentals

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Vacation Rentals in Siesta Key

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4537)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "
Tropical Beach Resorts
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, (1057)
"Nice and quiet place, close to the beach and dining places."
Captiva Beach Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (208)
"Everyone on the staff was wonderful, fun and friendly! The resort is beautiful and soooo accommodating! "
The price is $549
includes taxes & fees
$486 per night
Nov 19 - Nov 20
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (285)
"This was a lovely place. Just loved it. Will be back. "
The Ringling Beach House
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
8.6 out of 10, Excellent, (33)
"We were there when hurricane Debbie hit. Took down the fence and air conditioners. The owner was there within 30 minutes to have everything fixed. Other than that this is our happy place. We will be bsck"
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
10.0 out of 10, Exceptional, (114)
"Very nice. Clean "
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Siesta Palms By the Beach
3.5 star property
9.2 out of 10, Wonderful, (108)
"Everything was as expected no surprise's. Not right on the beach but a few blocks walk. "
Siesta Palms By the Beach
Across The Street From #1 Beach
10.0 out of 10, Exceptional, (313)
"Beautiful cottage with the perfect amount of space and amenities in a great location. Conveniently located down the street from the strip and right across the street from the beaches. Highly recommend to any couple whose looking to relax for the week"
Across The Street From #1 Beach
2 BR/2 BA Condo on Siesta Key
9.8 out of 10, Exceptional, (33)
"This property doesn’t have a view of the Gulf, but it’s a mere .2 of mile walk before your toes hit the sand. Easy! Condo was super clean and the host was incredibly responsive to emails. I do wish more info was provided on well equipped it was. Didn’t realize there were coolers and a beach umbrella/tent we could use. We purchased a cabana. Bring your own beach towels. But overall an exceptional stay. Checking in was easy and they have a super friendly staff. "
2 BR/2 BA Condo on Siesta Key
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
8.6 out of 10, Excellent, (53)
"Property was an excellent location right beside the beach and plenty to do within walking distance. Perfect for a stay as a couple, plenty of space and good amenities. Fresh water outside to wash the sand off was a nice addition as well and much needed. We contacted the property management about possibly being able to enter the property about 20 minutes early and were told no, even though no one was working in or around the unit. So don't expect to be able to arrive a moment too early. My...
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
7.8 out of 10, Good, (27)
"Super convenient location to beaches and village. "
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
NO STORM DAMAGE! 5 STAR SIESTA KEY BEACH, 80 STEPS to BEACH, RESORT POOL, 6 BED
10.0 out of 10, Exceptional, (124)
"The property is excellent. Location is ideal for beach. It is an easy 10 min walk to the village and 100 feet from beach access stop. You don’t have to worry about parking at all. The house is loaded with everything you need for going to the beach. Owner David is outstanding. Very easy to reach and prompt responding to texts . Exceptional stay. Highly recommended "
NO STORM DAMAGE! 5 STAR SIESTA KEY BEACH, 80 STEPS to BEACH, RESORT POOL, 6 BED
Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
10.0 out of 10, Exceptional, (135)
"Loved our bay view at this beautiful condo. Great weekend of relaxing at the ocean. "
Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
9.0 out of 10, Wonderful, (46)
"More than we expected for a young family...locker well stocked for the beach"
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course
10.0 out of 10, Exceptional, (36)
"Very impressive home with all the emminties. Location was perfect. Walking distance to the village and just steps across the street to the beach. Cannot wait to come back!"
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course
SIESTA KEY BEACH , ROMANTIC UNIT C
9.0 out of 10, Wonderful, (18)
"Communication at first was lost in translation with a bumpy start, but once all was figured out we hit the jackpot with this location. There were some beach chairs, towels and cooler available for us. We brought our own, but definitely appreciate having them if need be. With Florida weather it’s sunny one moment and pouring down rain the next, we appreciate that there were umbrellas also available for us. Shops and restaurants were within walking distance and the beach was literally across the...
SIESTA KEY BEACH , ROMANTIC UNIT C
ON BEACH!, Pool, Remodeled!! sleeps 6. beach chairs, shops, eatery 5 min walk
10.0 out of 10, Exceptional, (127)
"Great location. Over looked pool. Great hosts in Carol and Ron."
ON BEACH!, Pool, Remodeled!! sleeps 6. beach chairs, shops, eatery 5 min walk
Clean Modern Townhouse, Steps From PRIVATE Beach, heated pool, shuffle board
9.8 out of 10, Exceptional, (198)
"I was traveling with family and this was a great place. Location was perfect and we used the frog hop for a free shuttle around town. The kitchen was fully equipped and the place was very clean. The owner was excellent with communication. I’d definitely book here again! "
Clean Modern Townhouse, Steps From PRIVATE Beach, heated pool, shuffle board
Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals
Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool
9.8 out of 10, Exceptional, (68)
"Townhouse is beautiful, just steps to the beach. Amazing host, great location! Minor inconvenience of lots of construction in front of buildings, kinda loud and lots of construction vehicles."
Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool
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.
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Other types of properties in Siesta Key you may be interested in

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4537)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "
Tropical Beach Resorts
Siesta Key Beach Resort and Suites
2.5 star property
8.6 out of 10, Excellent, (1004)
"Close to beach"
Siesta Key Beach Resort and Suites
Tropical Breeze Resort
3.0 star property
9.0 out of 10, Wonderful, (1001)
"A very quaint quiet place to stay. We loved our stay and hope they recover quickly from the Hurricanes they experienced. We loved the main pool and had it to ourselves every evening. One important and unusual fact, the mattress was as comfortable as ours at home. We are looking forward to our next visit."
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.

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 Jim Neville Marine Preserve, 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?

Siesta Key Island Rentals: Visitors give good reviews to this Siesta Key vacation home rental, which comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B.

How many vacation rentals are there in Siesta Key?

With 741 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?

Siesta Key Beach and Crescent Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jim Neville Marine Preserve. You’ll find favorite places to visit like Lido Beach and St. Armands Circle in the larger area.

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.