Siesta Key Vacation Rentals

Vacation Rentals in Siesta Key

Tropical Beach Resorts
Property amenity
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4397)
"everything you need. quiet and convenient. "
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
Sports facility
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (166)
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Ringling Beach House
Aerial view
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (253)
"We’re a family of 4 and this was perfect for us! Very nice! We would definitely stay again! "
The Ringling Beach House
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Captiva Beach Resort
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, (1040)
"Would recommend this place to others. Good price for so close to the Siesta Key Beach. "
Captiva Beach Resort
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
Beach | On the beach
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
8.4 out of 10, Very Good, (28)
"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. I highly recommend this beautiful beach cottage."
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
Beach nearby
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
8.8 out of 10, Excellent, (43)
"I was a bit nervous as this was my first booking but it went well and the place was SO nice. The instructions were clear and straightforward and I was impressed by how clean it was. I will absolutely be re-booking the cottage in the future! It was so close to the beach; an overall absolute dream."
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
Beach nearby
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
7.8 out of 10, Good, (23)
"This is a great place to stay for a couple; the house is small but cozy. We really enjoyed our stay, and would consider staying here again. This is more like a 4.5 star rating. There were a few things that kept this from being a 5 star review: bathroom shower was incredibly small. Also the towel rack needed to be screwed in tighter, it was starting to come off the wall. Bathroom could also use a new paint job. The coffeemaker likely needs replacing..the inside of the reservoir looked pretty bad....
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
Siesta Palms By the Beach
Beach nearby, white sand, sun loungers, beach umbrellas
Siesta Palms By the Beach
3.5 star property
9.2 out of 10, Wonderful, (99)
"Stayed at Siesta Palms by the Beach for a week in May. The unit we had was spacious and very clean. Plenty of towels for our week stay. The shower was awesome!! It was also nice to have beach amenities to take with us such as chairs, umbrella, cart. However, the chairs were pretty rusted and old. Could use an update. The area was quiet and serene. Located in a quiet neighborhood and very close to beach access. However, once you reach the beach there isnt a lot of space for people to spread out...
Siesta Palms By the Beach
2 BR/2 BA Condo on Siesta Key
Outdoor pool, a heated pool
2 BR/2 BA Condo on Siesta Key
9.8 out of 10, Exceptional, (19)
"Really enjoyed our stay. Condo was spacious and grounds were beautiful! Pool was awesome as well!"
2 BR/2 BA Condo on Siesta Key
SIESTA KEY BEACH , ROMANTIC UNIT C
Beach nearby
SIESTA KEY BEACH , ROMANTIC UNIT C
9.0 out of 10, Wonderful, (17)
"Perfect location with a quick walk to the beach. Very clean, updated property. Excellent service. "
SIESTA KEY BEACH , ROMANTIC UNIT C
Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
Beach nearby, sun loungers, beach towels
Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
9.8 out of 10, Exceptional, (190)
"Steps to the beach, didn’t need our cars the entire time as there are free or for tip shuttles right off the main road always driving by. The village was extremely close only a 7min trolley ride. Home, bathrooms and beds were very clean. 3 full baths but showers were a bit tight for adults. Renter was very responsive and left some good tips in her book. Only real two small cons was the dryer was broken so we had to hang dry our laundry, and beach umbrella was missing a small piece which made it...
Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
SIESTA KEY LUXURY BEACH HOME, 80 STEPS to BEACH, RESORT POOL, 6 BED
On the beach, sun loungers, beach umbrellas, beach towels
SIESTA KEY LUXURY BEACH HOME, 80 STEPS to BEACH, RESORT POOL, 6 BED
9.8 out of 10, Exceptional, (118)
"Excellent vacation property right at the beautiful Siesta beach. We've rented both units, so we had the whole house and pool area all to ourselves. All details in the house are well though through, house is extremely clean and quiet. Large bedroms wth comfortable beds and plenty of common space in the front unit, smaller space in the back unit. Variety of food delivery options from restaurants in the area. The beach is short stroll away, my 82 yrs old mom was easily making the walk without her...
SIESTA KEY LUXURY BEACH HOME, 80 STEPS to BEACH, RESORT POOL, 6 BED
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Beach nearby, sun loungers, beach towels
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
9.6 out of 10, Exceptional, (101)
"I cant say enough great things about our experience here. The property was even better than advertised. The location was a perfect location between the beach and Siesta Key Village. The communication/confirmation with Lisa was outstanding. I highly recommend it to everyone. We cant wait to go back"
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Siesta Key Studio - on the BEACH!
Fridge, microwave, oven, stovetop
Siesta Key Studio - on the BEACH!
10.0 out of 10, Exceptional, (35)
"This spot was all as advertised. I was very impressed with this spot. The Murphy bed was better than expected and the keyless entry was perfect. :) Jim"
Siesta Key Studio - on the BEACH!
Luxury Home w/ Heated Pool and Private Beach Access
Property grounds
Luxury Home w/ Heated Pool and Private Beach Access
9.4 out of 10, Exceptional, (88)
"Our family stayed here and found it to be a very clean and well kept property. The private beach access was great. The pool gets very little sun, but still nice."
Luxury Home w/ Heated Pool and Private Beach Access
Siesta Key Island Rentals
Room amenity
Siesta Key Island Rentals
3.0 star property
10.0 out of 10, Exceptional, (14)
"15 minute or less walk to everything you need. "
Siesta Key Island Rentals
Siesta Key Beach House...................steps to main beach!!
Beach
Siesta Key Beach House...................steps to main beach!!
Siesta Key Beach House...................steps to main beach!!
Surfs Up on Siesta Beach, Beachside Condo
On the beach
Surfs Up on Siesta Beach, Beachside Condo
9.2 out of 10, Wonderful, (53)
"Perfect location! Very Comfortable and had everything you needed:) The only thing I would suggest is they should provide more Toilet Paper. Otherwise we had an AMAZING time!"
Surfs Up on Siesta Beach, Beachside Condo
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course
Outdoor pool, a heated pool
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course
10.0 out of 10, Exceptional, (30)
"This home was perfect! Right across the street from the beach, large enough for our family of 6 and friends to stay, beautifully decorated, comfortable to hang out both inside and in the pool area. The owners thought of everything to make this home comfortable for guests. I would highly recommend this home and will definitely be returning."
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course
Across The Street From #1 Beach
Beach | Beach nearby, sun loungers, beach towels
Across The Street From #1 Beach
10.0 out of 10, Exceptional, (303)
"This is the perfect cottage for a couple’s getaway! It was one of the cleanest places we’ve ever rented. It is so tastefully decorated and had everything we needed for our stay. It’s right across from the beach access and only a 4 minute walk to Siesta Key village. There were also bikes available at the cottage which we used every day. Dave was a great host and we highly recommend staying at this cottage. We can’t wait to go back!"
Across The Street From #1 Beach
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See all available properties in Siesta Key
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

Siesta Key Beach Resort and Suites
Outdoor pool, sun loungers
Siesta Key Beach Resort and Suites
2.5 star property
8.6 out of 10, Excellent, (1025)
"Highly recommend The Big Tiki for hotel/suite, pool, food, parking and the best is the service and management team is the best on Siesta Key! Amazing accommodations and surprisingly quiet in the suites! Pool clean and fresh towels daily upon request for the beach too! "
The price is $197
$272 total
includes taxes & fees
10 Jun - 11 Jun
Siesta Key Beach Resort and Suites
Tropical Beach Resorts
Property amenity
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4397)
"everything you need. quiet and convenient. "
Tropical Beach Resorts
Tropical Breeze Resort
Lobby sitting area
Tropical Breeze Resort
3.0 star property
9.0 out of 10, Wonderful, (1012)
"We loved our time here. The rooms and outside were adorable. Plenty of room for the 3 of us and loved so close to food and shopping. Staff was very kind and helpful"
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 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.

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 low season months. For more hustle and bustle, you may prefer to visit Siesta Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as CNY930 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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. 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 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.

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.

Recent reviews of Siesta Key properties
Expedia 亿客行 verified reviews

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

5/5 Excellent
"Highly recommend The Big Tiki for hotel/suite, pool, food, parking and the best is the service and management team is the best on Siesta Key! Amazing accommodations and surprisingly quiet in the suites! Pool clean and fresh towels daily upon request for the beach too! "
A verified traveler stayed at Siesta Key Beach Resort and Suites
Posted 1 day ago
Siesta Key Beach Resort and Suites