
Condo vacation rentals in Siesta Key
Find and book unique condos on Airbnb
Top-rated condo rentals in Siesta Key
Guests agree: these condos are highly rated for location, cleanliness, and more.

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!

Sun-Kissed Memories!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Your Modern Beachside Getaway!
Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to beautiful 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

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

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 Siesta Key Beach. NEWLY RENOVATED in 2025. Walk or take the FREE trolley (trolley stop located feet from our front patio) to Siesta Key Village. 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.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Oceans2
This condo is set in the perfect location between the beach and the bay! Soak up the sun at the heated pool, enjoy the tiki hut, or try your luck on the fishing pier, all while viewing the boats on the intercoastal as they pass by. Included is a private deeded beach access that is an easy 5 min walk . Hop on the free trolley right outside your door to go to Siesta Key Village with plenty of restaurants, bars and shops only .5 miles away. Boat slip available for up to 24' .

Cozy 1BR Beach Condo on Siesta Key!
Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

Short walk to beach 4, King bed, Dog Friendly
Location Location Location! Experience island life from this 1 BR, 2nd floor condo walking distance to everything. A few steps to Venice beach, and a short walk or bike ride down the tree lined boulevard takes you to Historic Downtown Venice where you'll find, Restaurants, Cafes, and Boutiques. Pack your bathing suit, and flip flops, with all the comforts of home, and all beach gear provided, that's all you'll need here! Sofa bed also available.

Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

Beautiful White Sand Siesta Key Beach
This studio has lots of space and is across from the pool and just a few short steps from the beautiful Siesta beach. Known for it powder sand white beach and tropical breeze. Average Temperature is 70. The two large pools are heated all year. This unit has one king mattress . There are shuffleboard courts an tennis court and is close to everything.
Popular amenities for Siesta Key condo rentals
Weekly condo rentals

Dreamview • 1BR - Siesta Key Beach Sunset View

Siesta Oceanview Retreat-1 min walking to beach

SK condo heated pool & arcade, short walk to beach

Beach Rd, 300ft to Beach Access & 500ft to Village

Amazing beach view! Entire unit renovated!

Breathtaking Beachfront Views in Siesta Key

Beach & Pool Open! Direct Beachfront Condo! Sunset

1 Bed Cottage, Full Remodel, Beach Access #7, Walk
Pet-friendly condo rentals

Steps from Lido Beach & St. Armands Circle

Spacious 2BR/2BA Garden Condo w/ Heated Pool

Siesta Key Condo: Beach, Pool & Village Fun!

Modern Studio · 5 min from Siesta Beach

Sea Grape Cottage - 1123

Lanai w/ Pool Views • Minutes to Siesta Key

Updated condo minutes to Siesta Key Beach

New Luxury 3/3 Condo in Margaritaville Resort
Condo rentals with a pool

Beach Haven on Siesta Key Beach

Siesta Key Oceanfront View Condo - unit 407

Siesta Key Serenity At The Palm Bay Club

Siesta Key Spacious, Modern 2 bed, 2 bath condo

Comfy Siesta Key Condo

Top Floor Beautiful View Condo-Shore To Please

Siesta Key Beachfront Condo - Private beach access

Lido-Key- Tiny, Yet Charming Studio-B
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $300 CAD | $410 CAD | $410 CAD | $340 CAD | $270 CAD | $272 CAD | $277 CAD | $246 CAD | $236 CAD | $242 CAD | $272 CAD | $317 CAD |
| 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 |
Quick stats about condo rentals in Siesta Key

Total vacation rentals
Explore 1,110 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at $96 CAD per night before taxes and fees

Verified guest reviews
Over 17,400 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
940 properties feature pools

Rentals with dedicated workspaces
410 properties have a dedicated workspace

Wifi availability
1,100 of Siesta Key vacation rentals include wifi 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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Townhouse rentals Siesta Key
- Beachfront rentals Siesta Key
- Pet-friendly rentals Siesta Key
- Rentals with a washer and dryer Siesta Key
- Rentals with a patio Siesta Key
- Rentals with a hot tub Siesta Key
- Beach house rentals Siesta Key
- Mansion rentals Siesta Key
- Cottage rentals Siesta Key
- Waterfront rentals Siesta Key
- Beach condo rentals Siesta Key
- Luxury rentals Siesta Key
- Rentals with beach access Siesta Key
- Rentals with a kayak Siesta Key
- House rentals Siesta Key
- Family-friendly rentals Siesta Key
- Rentals with lake access Siesta Key
- Rentals with an EV charger Siesta Key
- Apartment rentals Siesta Key
- Rentals with breakfast Siesta Key
- Villa rentals Siesta Key
- Rentals with outdoor seating Siesta Key
- Rentals with a fireplace Siesta Key
- Rentals with a firepit Siesta Key
- Rentals with pools Siesta Key
- Fitness-friendly rentals Siesta Key
- Condo rentals Sarasota County
- Condo rentals Florida
- Condo rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Gulfport Beach Recreation Area
- Myakka River State Park
- The Don CeSar
- Lakewood National Golf Club




