
Places to stay near Siesta Key Watersports
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Siesta Key Watersports
Guests agree: these stays are highly rated for location, cleanliness and more.

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
Your "Beach Home" w/ heated pool is a private home 1 and 1/4 mile drive to Beach Access 12 on Siesta Key. 3bedroom/2bathroom. It's ideal for families/couples. Everything you need for a great vacation!Fully equip kitchen,towels/linen, laundry room . Large pool w/ gas bbq & patio area. Use our chairs, cooler,umbrella,beach cart.STRICT OCCUPANCY OF MAX 6 PEOPLE INCLUDING INFANTS/KIDS AT HOUSE. NO OUTSIDE GUESTS DAY/NIGHT. DO NOT BOOK IF YOUR GROUP IS LARGER. No Pets. Min Age 26 to book

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA
Escape to this stunning, fully renovated 3BR/2BA home in the prestigious Gulf Gate Neighborhood, just 5 minutes from Siesta Key Beach – ranked the #1 beach in the U.S.! This spacious and airy retreat is designed for relaxation and making unforgettable memories. Enjoy an impeccably styled interior, modern amenities, and a prime location close to Sarasota’s best attractions. Indulge in top-rated restaurants, vibrant shopping centers, and endless beachside adventures—all just around the corner

The Bradford Cottage/Heated Pool /Mins to Siesta
If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

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.

The Key Lime Cottage 2 miles from Siesta Key Beach
Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Walking distance to a Publix grocery store and 5 good restaurants. ⅕1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. New tile and wood floors throughout. Quite neighborhood for walking .

Modern 1BR Near Siesta Key + Private Parking
Private coastal retreat minutes from Siesta Key Beach. This spacious 950 sq ft upstairs apartment features soaring ceilings, a bright open layout, and a private entrance. Enjoy a king-sized bed, full kitchen, in-unit washer and dryer, fast Wi-Fi, and dedicated parking. Perfect for couples or guests seeking a peaceful, comfortable stay near the beach. Consistently rated 5⭐ for cleanliness, comfort, and communication. Ideal for couples seeking a peaceful, comfortable beach stay.

Siesta Keys stylish and affordable Airbnb.
Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

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!

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard
Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️
Popular amenities for holiday rentals near Siesta Key Watersports
Other top sights near Siesta Key Watersports
Condo rentals with Wi-Fi

Breathtaking Beachfront Views in Siesta Key

Cottage on Siesta Key Beachside & Stunning sunsets

Crystal House on Siesta Key Beach

Modern Studio · 5 min from Siesta Beach

Heated Pools & Spa · Private Beach + Bay Views

Beachwalk Townhouse with view of Gulf of Mexico

Siesta Key Condo. Checkout our great rates!

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Family-friendly house rentals

Sun-filled cottage with pool, walk to beach

Heated pool & Infrared Sauna, 2 min to beach

The Sand Castle - Backyard Oasis Mins from Siesta!

Heated Pool - Just 1 mile to Beach! Updated/Fun!

Siesta Key Beach & Village 2BR/2BA Steps to Beach

The Mango House Beach Cottage

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi
Apartment rentals with air conditioning

Siesta Premier Location - The 'Calm of Siesta'

Modern Garden Condo w/ Heated Pool | 1BR

Beechwood Suites B

Studio Minutes to Siesta key, Lido Key, and SMH!

Lido Key FL Studio/Efficiency 5

Rhodes Studio Retreat -close to Beaches & Downtown

Siesta Key Escape | 2BR + Den | Pool & Gulf Views

Serenity on the Manatee
Other great holiday rentals near Siesta Key Watersports

The Getaway

Sweet, pet friendly Siesta Suite

Mid-Century Modern Beach Getaway

Siesta Breeze ~ Charming Coastal Cottage

Turtle Nest Oasis • Hot Tub • 5 mi to Siesta Key

New listing: Coastal Retreat 7-mins to Siesta Key

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

siesta breeze paradise suite
Destinations to explore
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Crescent Beach
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Anna Maria Public Beach
- Cortez Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park





