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

Siesta Key Getaway | 5-Min to Beach
Indulge in the ultimate Siesta Key experience at our coastal-style private (not shared) suite in Sarasota, just minutes from the breathtaking beach. Whether you drive 5 minutes to the country's voted best beach or bike to the sandy shores, you can’t go wrong. Discover vibrant restaurants, groceries, shopping, and laundromat within 5-10 minutes from the doorstep. Our suite features a fully stocked kitchen, 1BR/ 1BA, a private patio with outdoor shower, and free parking on a quiet dead-end street.

[Sunny in Siesta] King bed+5 minute walk to beach
Your relaxing beach vacation awaits! Enjoy the island life from a freshly remodeled condo. Quick stroll to the #1 beach in the US. Public Access #12 (5 min walk) or hop on the free trolley to Siesta Beach & the Village. Can’t beat this location...Walk to Crescent Club, Captain Curt’s, Big Water Fish Market, Daquiri Deck & more. Beach gear includes- wagon., 2 chairs, small cooler and beach towels. 2 Bikes available to rent (40 per bike) King bed BEAUTY REST BLACK & queen sofa bed.

The Mango House Beach Cottage
Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Cozy Eco Private Studio 10 min to Downtown & Beach
This is a delightful, renovated eco-friendly little studio attached to the right side of the main house. We clean everything with natural products. It is bright and spacious and it has a private entrance, and a parking space. There is a small kitchenette with cooking basics, a separate full bathroom, and a king size bed. It is nested in very convenient location, close to everything. It is located a few miles from downtown Sarasota as well as 5-6 miles from Siesta Key and Turtle Beach.

Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

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.

Papi's House - 5 miles to Siesta Key & Downtown
This newly remodeled 2 bed, 2 bath home is centrally located in Sarasota. With plenty of space to spread out, beautiful natural light that pours into every room and a private fenced-in yard, this is the perfect place to relax. This home is located in a quiet neighborhood and just 5 miles away from the #1 rated Siesta Key Beach and downtown Sarasota. It offers plenty of driveway parking. Beach chairs and a cooler are provided for your days at the beach. Fast WIFI is also available.

Pool, Shuffleboard, EV charg, Near beach, UTC mall
Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

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. VR24-00265

Beach & Town Posh Location! Jungle Paradise Studio
PRIME! To Town&Beach Locations! *Private Studio* *NO Smoking *NO Children. *Shared Pool. Studio w/private entrance & patio @Designers private Home,Tropical Jungle, like Posh Resort! Quiet, residential area. Sought-after amenities. 10 min/Siesta Beach, shops, dining, & 5mins/Downtown Sarasota. Walk/local markets/ dining/movies & shopping New King bed. New 50" TV. Off street parking. No Smoking/Vaping! No kitchen. No Hotels in my exclusive area! Live like a local!

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
Popular amenities for holiday rentals near Siesta Key Watersports
Condo rentals with Wi-Fi

KING bed + Anna Maria Island Beaches + Beach Gear!

Siesta Key For Me @ The Palm Bay Club

Crystal House on Siesta Key Beach

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Modern Studio · 5 min from Siesta Beach

Comfy Siesta Key Condo

Perfect Location in Siesta Key

Heated Pool Apartment Near Siesta Key | 1BR
Family-friendly house rentals

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

Luxury 3B/3B waterfront home w/ pool + boat access

Luxury Lido Key Getaway on St. Armands Circle

"Little Siesta" - Farm home near Terra Nova

Heated&Renovated Pool•Beach Retreat•15m to Siesta

Siesta Key House, Pool & Hot Tub, 1 mile to beach

The Wisteria Oasis W/swings, heated pool & hot tub

Coastal Farmhouse - 3/2 with heated saltwater pool
Apartment rentals with air conditioning

Cozy Coastal Getaway 2 min Walk to Beach & Village

Modern 1BR Near Siesta Key + Private Parking

Near Siesta Key Beaches - Quiet 1 BR apt

Chic & Cozy Getaway • Near Siesta Key Beach

VILLA 6 ·Pool 1 King 1 Queen. Daily rentals

Funky & Fun Apartment in Central SRQ

Lido Key FL Studio/Efficiency 5

Minutes to Siesta or DT w/heated pool and Hot Tub
Other great holiday rentals near Siesta Key Watersports

Sarasota's Luxury Oasis

New! Siesta Beach Guest House with pool!

The Palms Away

Guest House with Hot tub & Heated Pool

Big backyard hangout, firepit, large primary suite

Stunning New 3 bed 3 bath pool home by Siesta Key!

Private Heated Pool Retreat for Two Families

siesta breeze suite
Destinations to explore
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Cortez Beach
- Manasota Key Beach
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Myakka River State Park





