
Vacation rentals with outdoor seating near Siesta Beach
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals near Siesta Beach
Guests agree: these stays 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

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. With effortless access to Sarasota’s dining & arts scene, Siesta’s white sand beaches, St. Armand’s, & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds Situated in the coveted Coastal District (‘West of Trail’) — chef kitchen, beach gear, Smart TVs, marble spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden, & walk palm lanes to cafes, and waterfront sunsets.

The Sand Castle - Backyard Oasis Mins from Siesta!
*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want! Please message me if bringing 2+ pets

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!

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

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!

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!

6 Siesta Breakers - Condo, Ocean View, Heated Pool
Luxurious apartment style condo on Siesta Key Beach, Sarasota Florida overlooking the quartz white sand and turquoise waters of the #1 beach in the USA. Enjoy exquisite ocean views from the balcony or just a few steps to the beach. Our gated community positions you steps away from whatever your heart desires (pool, ocean, grocery store, restaurants, live music and local shops). Your options are limitless on Siesta Key. If you need more than one condo check - airbnb.com /h/breakers203

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard, sun loungers, gas-grills, laundry facilities, kayaks & a private dock on Heron Lagoon. The Dolphin Bungalow's one bedroom space; connects a welcoming living room, full-kitchen, and a private backyard patio. A king bed, two HDTVs and a full bathroom will further enhance your overall experience. Fully stocked with linens, care essentials, eating & cooking utensils. A queen sofa bed in the living room, allows for a capacity of three.

Your private retreat near Siesta Key Beach.
Completely Remodeled Private Retreat. COME RELAX, UNWIND, AND MAKE LASTING MEMORIES! From the moment you arrive, you’ll feel the calm, welcoming atmosphere that makes this property stand out. This spacious 3brm 2-bath features an amazing heated pool, a private backyard, and stylish finishes throughout. Whether you’re lounging by the heated pool, enjoying meals in the bright open-concept living space, or exploring the nearby beaches this home is perfect for an unforgettable vacation

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.
Popular amenities for outdoor seating rentals near Siesta Beach
House rentals with outdoor seating

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Gulf Front! Beach Views!+ Walk to Bridge St Pier!

Sarasota's Luxury Oasis

Private Pool +Game Room Near Siesta Key | Sleeps 9

Luxury Canal-Front Home + Heated Pool Near Beach

Modern 4BR Home *Heated Pool & Spa*

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

Siesta Key, FL - Casa Berano
Apartment rentals with outdoor seating

Cozy Coastal Getaway 2 min Walk to Beach & Village

VILLA 5 · Pool view. King bed. Daily rentals

Come Enjoy Our Peaceful Retreat

Lido Key FL Studio/Efficiency 5

Minutes to Siesta or DT w/heated pool and Hot Tub

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

Serenity on the Manatee

Private apartment w/King bed+full kitchen
Condo rentals with outdoor seating

Private Beach & Intracoastal Waterfront

Sarasota Surf & Racquet Club Siesta Key Condo

Siesta Key Condo: Beach, Pool & Village Fun!

KING Bed + Anna Maria Island Beaches + Beach Gear!

Perfect Location in Siesta Key

Seaside on Siesta Key Beach

Steps to Beach & Siesta Key Village-Village condo

Siesta Key Beach Front Condo
Other vacation rentals with outdoor seating

Water's Edge: Charming Canal Oasis

Caribbean Dream | Luxury Condo on SK w Heated Pool

Siesta Beachfront Suite

Heated pool & Infrared Sauna, 2 min to beach

North Water View - Residence 310

Private Heated Pool Retreat for Two Families

Modern, Walkable, Updated, Private.

Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Quick stats about vacation rentals with outdoor seating near Siesta Beach

Total vacation rentals
Explore 620 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 20,630 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
520 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
620 of Siesta Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Beach rentals

4.8 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washer and dryer Siesta Beach
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- Townhouse rentals Siesta Beach
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- Rentals with beach access Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Rentals with pools Siesta Beach
- Rentals with lake access Siesta Beach
- Rentals with a fire pit Siesta Beach
- Beachfront rentals Siesta Beach
- Rentals with a patio Siesta Beach
- Pet-friendly rentals Siesta Beach
- House rentals Siesta Beach
- Rentals with a hot tub Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Beach house rentals Siesta Beach
- Villa rentals Siesta Beach
- Family-friendly rentals Siesta Beach
- Rentals with outdoor seating Sarasota County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Anna Maria Island
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Lakewood National Golf Club
- The Don CeSar
- Myakka River State Park
- Img Academy




