Siesta Key Vacation Rentals

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Our top choices for Siesta Key vacation rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,225 reviews)
"This place is very nice really close to the beach pool was amazing laid back"
United States
michael
$164 nightly
The price is $185
Jan 15 - Jan 16
Total with taxes and fees
Tropical Beach Resorts

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (193 reviews)
"Great place to stay! "
United States
Carlos
$209 nightly
The price is $237
Jan 15 - Jan 16
Total with taxes and fees
The Inn On Siesta Key

The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
2.0 star property
Sarasota
10.0 out of 10, Exceptional, (2 reviews)
"It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable."
United States
Jackeline R.
$187 nightly
The price is $209
Jan 18 - Jan 19
Total with taxes and fees
The Mermaid at Tiny House Siesta

[lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (27 reviews)
"The property was very clean and conveniently located ."
United States
David
$256 nightly
The price is $259
Jan 15 - Jan 16
Total with taxes and fees
[lounge like locals] walk to siesta beach +bikes

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,233 reviews)
"Very nice place !"
United States
Ivette
$144 nightly
The price is $163
Jan 18 - Jan 19
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

Coastal Breeze Siesta - Turtle

Coastal Breeze Siesta - Turtle
2.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
$370 nightly
The price is $416
Jan 18 - Jan 19
Total with taxes and fees
Coastal Breeze Siesta - Turtle

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (3 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
$399 nightly
The price is $414
Jan 15 - Jan 16
Total with taxes and fees
Beachy Sarasota Duplex

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38 reviews)
"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "
United States
jason
$308 nightly
The price is $349
Jan 15 - Jan 16
Total with taxes and fees
Siesta Heron Suites & Villas

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (347 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
$207 nightly
The price is $233
Jan 19 - Jan 20
Total with taxes and fees
Tiny House Siesta

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (84 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
$339 nightly
The price is $383
Jan 19 - Jan 20
Total with taxes and fees
SeaSpray Resort

Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (44 reviews)
"Loved being in the heart of Siesta Key. Easy walk to the beach and right by all of the bars, restaurants, etc. Made our vacation so much smoother not having to drive anywhere and worry about parking!"
United States
JORDAN R.
$328 nightly
The price is $353
Jan 15 - Jan 16
Total with taxes and fees
Siesta Key Village-Suite #1: A block to the Beach!

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (306 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
$414 nightly
The price is $468
Jan 19 - Jan 20
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club

Tiny Coral Oasis- beachy tiny house for your getaway

Tiny Coral Oasis- beachy tiny house for your getaway
Sarasota
9.0 out of 10, Wonderful, (20 reviews)
"Clean and Cute! Good communication with Host."
United States
Anonymous traveler
$190 nightly
The price is $212
Jan 18 - Jan 19
Total with taxes and fees
Tiny Coral Oasis- beachy tiny house for your getaway

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (22 reviews)
"Jayme was super helpful when needed with our stay "
United States
Gabby L.
[Beach Elements] pool view withprivate beach access

Everglades Villa Near Siesta key beach w/d Private Dock

Everglades Villa Near Siesta key beach w/d Private Dock
Siesta Key Village
9.0 out of 10, Wonderful, (13 reviews)
"Great location, clean, good communication. "
United States
Alexandra P.
$416 nightly
The price is $436
Jan 15 - Jan 16
Total with taxes and fees
Everglades Villa Near Siesta key beach w/d Private Dock

Tiny House Green Lifeguard Stand - sleeps 5

Tiny House Green Lifeguard Stand - sleeps 5
Sarasota
9.6 out of 10, Exceptional, (27 reviews)
"It was a great fit for our family and we enjoyed the experience. "
United States
Stephanie H.
$188 nightly
The price is $210
Jan 19 - Jan 20
Total with taxes and fees
Tiny House Green Lifeguard Stand - sleeps 5

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.2 out of 10, Wonderful, (5 reviews)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
$312 nightly
The price is $312
Jan 19 - Jan 20
Total with taxes and fees
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (82 reviews)
"Great condo. The location is perfect. The pool was the best. Will stay here again."
United States
Jeanne J.
$266 nightly
The price is $297
Jan 28 - Jan 29
Total with taxes and fees
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Gulf Villa in Siesta Key | Beachfront Vibes & Dock

Gulf Villa in Siesta Key | Beachfront Vibes & Dock
Siesta Key Village
8.8 out of 10, Excellent, (11 reviews)
"My absolute favorite place to stay! Clean, friendly and perfect location to the beach and village."
United States
Tisha P.
$429 nightly
The price is $452
Jan 15 - Jan 16
Total with taxes and fees
Gulf Villa in Siesta Key | Beachfront Vibes & Dock

Red Lifeguard Stand - pet freindly

Red Lifeguard Stand - pet freindly
Sarasota
9.6 out of 10, Exceptional, (25 reviews)
"I really had a great experience the owners was super friendly helpful any question I had to right away response. Cute little spot to experience little Home clean and very good location."
United States
Naomi G.
$185 nightly
The price is $206
Jan 15 - Jan 16
Total with taxes and fees
Red Lifeguard Stand - pet freindly
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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Top Siesta Key Hotel Reviews

Price trends for vacation rentals in Siesta Key

Less expensive
More expensive
This month
Next month
October
March
$422
$559
Month
Price
January
$422
February
$559
March
$580
April
$454
May
$390
June
$410
July
$442
August
$364
September
$352
October
$348
November
$368
December
$412
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Siesta Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Siesta Key

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 $180 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.

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

Siesta Key Island Rentals: Visitors like this Siesta Key vacation home rental. It 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. Some other top choices in Siesta Key are 3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport. and Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times.

How many vacation rentals are there in Siesta Key?

With 391 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.