
Vacation rentals with outdoor seating in Siesta Key
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Quick stats about vacation rentals with outdoor seating in Siesta Key

Total vacation rentals
Explore 840 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees

Verified guest reviews
Over 25,790 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Vacation rentals with a pool
700 properties feature pools

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wi-Fi availability
840 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 outdoor seating rentals in Siesta Key
Guests agree: these outdoor seating rentals 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

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!

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.

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

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

Siesta Key Beach & Village 2BR/2BA Steps to Beach
This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

Siesta Key | Heated Pool | Sauna | Family & Pets
☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

Luxury Canal-Front Home + Heated Pool Near Beach
This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

Two bedroom across from beach, walk to town!
The whole group will enjoy easy access to everything from this centrally located condo. fully renovated. This two bedroom one bathroom, very spacious unit is conveniently located across from Beach Access 10, with a pedstrian lit crosswalk. Easily walkable to town from the beach and road. Located across from the Siesta Breeze trolley stop, a car isn't needed if youbdo not want one as everything is walkable or free rides or the shuttle are available.

Enchanting Coastal Ambiance & Breathtaking Sunsets
Welcome to your slice of paradise! Our stunning vacation rental offers the ultimate beachside getaway, providing you with a luxurious and unforgettable experience right on the main strip of the world-renowned Siesta Key Beach and the vibrant Siesta Key Village. The apartment or best referred to as CasaPlaya, features open concept living, a chic kitchen, fully upgraded bathroom and screened in Florida Room for your enjoyment.

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.

Modern Home Heated Pool near Siesta & Downtown
Escape to our brand-new, modern Sarasota home, perfect for families! Enjoy a private heated saltwater pool just steps from the master suite. Located minutes from the world-famous Siesta Key Beach and vibrant downtown Sarasota. This stylish oasis comfortably accommodates up to 10 guests, offering the ultimate Florida retreat with all-new furnishings and a fully equipped kitchen. Your private getaway awaits!
Popular amenities for Siesta Key outdoor seating rentals
House rentals with outdoor seating

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

Beach, Village, Dock & Private Pool! One-of-a-kind

4BR Waterfront Retreat - Hot Tub, Dock, Pool

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

Heated pool & Infrared Sauna, 2 min to beach

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

Rustic Sands - 650

Near Siesta Key | Palm-Lit Nights, Pool & Spa
Apartment rentals with outdoor seating

Cozy Coastal Getaway 2 min Walk to Beach & Village

Free Prkn, Early Chkin, Elevator-4th fl airport/DT

Siesta Beach 2 Min | Walk to Village + Patio

Near Siesta Key Beaches - Quiet 1 BR apt

Beach Bliss!

Lido Key FL Studio/Efficiency 5

Elegant 2BR + Den | Heated Pool | Near Beach

Minutes to Siesta or DT w/heated pool and Hot Tub
Condo rentals with outdoor seating

Crystal House on Siesta Key Beach

Siesta Key Oasis with Gulf Views

Siesta Key Condo: Beach, Pool & Village Fun!

Sunset and beach view from your balcony Unit 403

Perfect Location in Siesta Key

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

Private Siesta Key Escape

Siesta Key condo, beach access, heated pool
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,440 | ﺩ.ﺇ 1,645 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,021 | ﺩ.ﺇ 1,032 | ﺩ.ﺇ 1,076 | ﺩ.ﺇ 955 | ﺩ.ﺇ 848 | ﺩ.ﺇ 889 | ﺩ.ﺇ 1,014 | ﺩ.ﺇ 1,039 |
| 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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- Rentals with outdoor seating Sarasota County
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