
Condo vacation rentals in Siesta Key
Find and book unique condos on Airbnb
Quick stats about condo rentals in Siesta Key

Total vacation rentals
Explore 1,040 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at €70 per night before taxes and fees

Verified guest reviews
Over 18,110 verified reviews to help you choose

Family-friendly vacation rentals
880 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
860 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
1,030 of Siesta Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

4.8 Average rating
Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in Siesta Key
Guests agree: these condos are highly rated for location, cleanliness, and more.

2 Bed/2 Bath Condo Resort View on Siesta Key Beach
Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels. Washer/dryer located down the hall
4.94 out of 5 average rating, 157 reviews
Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!
4.88 out of 5 average rating, 146 reviews
NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.
4.95 out of 5 average rating, 146 reviews
Seaside on Siesta Key Beach
Seaside on Siesta is the perfect walkable location to everything you need for a seaside getaway! Located directly across the street from Siesta Key Beach. Walk or take the FREE trolley (trolley stop located feet from our front patio) to Siesta Key Village, Stickney Point, or Turtle Beach First floor unit so no need to wait on elevators. The spectacular white quartz beach and crystal clear water awaits you just outside your door! Search "Seaside on Siesta Tour" on Youtube for a video tour.
4.95 out of 5 average rating, 127 reviews
Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.
4.79 out of 5 average rating, 110 reviews
Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.
4.85 out of 5 average rating, 110 reviews
Beach Retreat - Jamaica Royale Unit #52
Casually elegant condo fully remodeled in 2025, and very close to beach! One bedroom, one bath unit includes quartz kitchen counters, new appliances, king bed and relaxing patio. Perfect size for 2 guests! No need to cross busy roads to get to stunning white sand; just a 5 -10 minute walk along lush grounds which boast 3 heated pools. Beach gear provided, and unit is stocked with linens and kitchen utensils. Minutes away from Siesta Village and other wonderful dining and activities.
4.86 out of 5 average rating, 138 reviews
Beachfront Siesta Key | Gulf View + Private Beach
Sun Bum Studio is your Siesta Key Beachfront Escape Wake up steps from the white quartz sand of world-famous Siesta Key. Sun Bum Studio is located in the beachfront tower at Palm Bay Club, with a south-facing view of the beach and Gulf from the floor-to-ceiling glass doors and patio. Enjoy private Crescent Beach access with complimentary beach loungers, two heated pools, hot tub, fitness center, tennis and pickleball courts, fishing pier, boat docks, grills and free covered parking.
4.97 out of 5 average rating, 397 reviews
Cottage on Siesta Key Beachside & Stunning sunsets
Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!
4.92 out of 5 average rating, 172 reviews
Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
A spacious and quiet 2-floor, 2 bedroom, 2.5 bathroom condo that lives like home and is close to everything Siesta Key offers. Spread out and enjoy YOUR vacation! Your condo features large rooms, comfy and modern surroundings, (2) Master Bedrooms upstairs, and you are steps away from a gorgeous heated pool that you can view from your lanai. This is the perfect condo for you and your family to relax in and simply enjoy your time in Siesta Key!
4.88 out of 5 average rating, 179 reviews
Breathtaking Beachfront Views in Siesta Key
Welcome to your slice of paradise on Siesta Key, where beachfront bliss meets laid-back island vibes! Situated in the heart of the world-renowned Siesta Key Beach, our condo offers a spectacular beachfront experience! Wake up to breathtaking views, step outside your door and feel the powdery sand, inviting you and your family to sink into relaxation, adventure, and sun!
5.0 out of 5 average rating, 105 reviews
Siesta Key Condo. Checkout our great rates!
Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.
4.96 out of 5 average rating, 141 reviewsPopular amenities for Siesta Key condo rentals
Condo rentals with a pool

Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
Sarasota Surf & Racquet Club Siesta Key Condo
4.82 out of 5 average rating, 152 reviews
Gulf Views | Walkable | Spacious
4.92 out of 5 average rating, 166 reviews
Siesta Key Serenity At The Palm Bay Club
4.94 out of 5 average rating, 176 reviews
The Flamingo's Nest at Sea Club II
4.94 out of 5 average rating, 157 reviews
Siesta Key Beach Front Condo
4.91 out of 5 average rating, 137 reviews
Island Time: Open Sept 29th-Oct 3rd, 4 Night Stay!
4.98 out of 5 average rating, 258 reviews
Beach Condo with Quiet, Private Beach
4.98 out of 5 average rating, 110 reviewsPet-friendly condo rentals

Hidden Gem Studio · Near Siesta Beach (5 min)
4.95 out of 5 average rating, 140 reviews
Heart of Village: Dog-Friendly w/ Pool & Parking
4.86 out of 5 average rating, 161 reviews
Spacious 2BR/2BA Garden Condo w/ Heated Pool
4.8 out of 5 average rating, 144 reviews
Steps to the beach! Condo with pool at The Terrace
4.96 out of 5 average rating, 112 reviews
Steps to Beach + Walk Dwntwn | King | Dogs | #4
4.96 out of 5 average rating, 123 reviews
Luxury 3/3 Margaritaville Resort
4.97 out of 5 average rating, 212 reviews
Private Beachside Kitchenette
4.87 out of 5 average rating, 193 reviews
Blanco at Sunset Villas on Anna Maria Island
4.93 out of 5 average rating, 160 reviewsWeekly condo rentals

Spacious 1 bedroom retreat, Steps to main beach
4.78 out of 5 average rating, 110 reviews
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5.0 out of 5 average rating, 173 reviews
Beautiful White Sand Siesta Key Beach
4.94 out of 5 average rating, 139 reviews
Beachfront Resort, Ocean View, Pool, Tennis, Gym
4.9 out of 5 average rating, 243 reviews
Siesta Key Beach front 2 bedroom condo w/ parking
4.97 out of 5 average rating, 64 reviews
Siesta Key Beach Front Condo
5.0 out of 5 average rating, 10 reviews
Siesta Key Beach Getaway 2bd/2ba
4.88 out of 5 average rating, 58 reviews
Amazing beach view! Entire unit renovated!
5.0 out of 5 average rating, 52 reviewsWhen is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €227 | €262 | €305 | €238 | €202 | €205 | €177 | €157 | €151 | €154 | €174 | €202 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Splash Harbour Water Park
- Fort De Soto Park
- North Beach At Fort DeSoto Park
- Myakka River State Park





