
Condo vacation rentals in Siesta Key
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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 €69 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.

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to Mi Casa Siesta on Siesta Key, the #1 beach in the country! Gorgeous newly renovated one-bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

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!

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.

Heated Pools & Spa · Private Beach + Bay Views
Perfect for family and group beach stays, with reliable Wi-Fi and a dedicated workspace for flexible remote work. This oversized renovated 2‑bed, 2‑bath condo sleeps six: a king in the master and two queens in the second bedroom; both bathrooms serve the group for privacy and convenience. Enjoy full gulf-to-bay living with private beach access and supplied chairs, umbrella, cooler and wagon, plus two heated pools, a heated spa, gym, courts, bay views, free parking and keypad self check-in.

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.

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.

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.

The Flamingo's Nest at Sea Club II
The Flamingo's Nest at Sea Club II features a beautiful new pool on the intracoastal waterway, a tiki hut for on-site cocktail hours, a plethora of boats and sea birds to enjoy while cooking on our new charcoal grills, a fishing pier, boat basin, and private beach access directly across the street. We are located 1.5 miles from the Village, loaded with amazing shops, restaurants, and night life. Condo remodeled top to bottom in 2019. Beach towels, chairs, and accessories provided.

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!

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!

Steps to Beach & Siesta Key Village-Village condo
Steps from the sugary white sand of world famous Siesta Key Beach and the turquoise waters of the Gulf of Mexico. Our charming beach house is situated in a relaxing tropical setting with a private outdoor patio. It is ground level with a reserved parking space right in front of the unit. Newly renovated with tile floors, fully equipped kitchen with sleek granite counter-tops and pendant lighting, you will enjoy a warm and inviting atmosphere.

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!
Popular amenities for Siesta Key condo rentals
Condo rentals with a pool

Private Beach Siesta Key Resort Jamaica Royale

Island Time!

Sarasota Surf & Racquet Club Siesta Key Condo

Siesta Key Oasis with Gulf Views

Siesta Key For Me @ The Palm Bay Club

Seaside on Siesta Key Beach

Perfect Location in Siesta Key

Beachfront Escape – Private Balcony, Gulf Views
Pet-friendly condo rentals

Modern Studio · 5 min from Siesta Beach

Short walk to beach 4, King bed, Dog Friendly

Siesta Key Condo: Beach, Pool & Village Fun!

Steps to the beach! Condo with pool at The Terrace

A Coastal Retreat Steps From the Sea

Private Beachside Kitchenette

Luxury 3/3 Margaritaville Resort

Heated Pool Apartment Near Siesta Key | 1BR
Weekly condo rentals

Enchanting Coastal Ambiance & Breathtaking Sunsets

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Siesta Key Beach Front Condo

Siesta Key Beach front 2 bedroom condo w/ parking

Amazing beach view! Entire unit renovated!

Beach & Pool Open! Direct Beachfront Condo! Sunset

Siesta Oceanview Retreat-1 min walking to beach

Condo on Siesta Beach with a view!
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €223 | €257 | €300 | €234 | €199 | €202 | €174 | €154 | €148 | €152 | €171 | €199 |
| 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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