
Holiday rentals with outdoor seating near Siesta Beach
Find and book unique Holiday Houses with Outdoor Seating 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

The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

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.

[Beach Retreat] modern condo +5 min. walk to beach
5 min walk to beach and bikes onsite to rent.. Relax and recharge at this beautiful modern two bedroom Siesta Key condo. This is a fully remodeled second floor end unit with no unit above. The open layout provides excellent light throughout. Wonderful tile wood floors and a private screened in patio to sip your morning coffee. The warm sun and white sand beach awaits... beach gear (2chairs, towels, beach wagon)included complimentary -plus 2 beach cruisers to rent ($40 each per stay)

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

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!

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

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.

Palm Bay Club! Resort Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

Sarasota's Luxury Oasis
Stay in comfort and style at this centrally located home just minutes from Siesta Key, downtown, and Sarasota’s best restaurants. Enjoy your own private pool, spa, and thoughtfully designed interiors. Whether you're traveling as a couple, family, or group of friends, this is the perfect spot to relax, reconnect, and explore everything Sarasota has to offer. Walk to parks, local cafes, and more!
Popular amenities for outdoor seating rentals near Siesta Beach
Holiday House Rentals with Outdoor Seating

Your private retreat near Siesta Key Beach.

Private Pool +Game Room Near Siesta Key | Sleeps 9

Luxury Canal-Front Home + Heated Pool Near Beach

Trish's Beach Retreat W/ Pool/Spa by Siesta Keys#2

Modern 4BR Home *Heated Pool & Spa*

Siesta Key, FL - Casa Berano

Private Heated Pool Retreat for Two Families

Sweet Siesta Cottage
Apartment rentals with outdoor seating

Chic & Cozy Getaway • Near Siesta Key Beach

Near Siesta Key Beaches - Quiet 1 BR apt

Cosy “Hide-A-Way Suite” Siesta Key Beach

Funky & Fun Apartment in Central SRQ

Come Enjoy Our Peaceful Retreat

Lido Key FL Studio/Efficiency 5

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

ROYS PLACE Romantic, Private, Paradise!
Condo rentals with outdoor seating

Private Beach & Intracoastal Waterfront

Sarasota Surf & Racquet Club Siesta Key Condo

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

Perfect Location in Siesta Key

Seaside on Siesta Key Beach

Steps to Beach & Siesta Key Village-Village condo

Siesta Key Beach Front Condo

Sun-Kissed Memories!
Other holiday rentals with outdoor seating

Luxury Siesta Key Beach Condo Steps from the Sand

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

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

The Bahia. Wellness House heated pool, spa, sauna

"Little Siesta" - Farm home near Terra Nova

Paradise In Siesta!

siesta breeze suite

Siesta Key Luxury Penthouse, walk to Beach&Village
Quick stats about holiday rentals with outdoor seating near Siesta Beach

Total holiday rentals
Explore 620 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $131 AUD per night before taxes and fees

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

Family-friendly holiday rentals
490 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 140 rentals that welcome pets

Holiday 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 holiday 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!
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- Rentals with outdoor seating Sarasota County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
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- Englewood Beach
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- The Don CeSar
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