
Holiday rentals with outdoor seating in Siesta Key
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Siesta Key
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Cozy private studio 2 miles from Siesta Key
Welcome home! 2 miles from Siesta Key! This is a private in-law suite with its own entrance. It also has its own private backyard (no access all around to main house). Check yourself in! The bed is king sized with a gel infused memory foam top for great sleep. A 42'' TV with Netflix streaming. High speed wifi included. (There is no cable tv). Full kitchen equipped with pots, pans, silverware, knives etc. There is also an outdoor grill and table to use with heavy duty plastic plates/cups

Super Clean Cozy and Quaint steps from the beach
The best of all worlds, cleanliness and steps from the beach. Avoid the crowds at the public beach in this beautiful private beach with lounge chairs already at the beach for your convenience. Literally yards from the beach, exit the ground floor condo and walk 100 yards to the gate to the private beach. Only 2 miles from the village, with an easy close by trolley stop just outside the complex. Beach cart, umbrella, cooler, beach toys and towels provided for your convenience! Look no further.

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.

Mid-Century Modern Beach Getaway
Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

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!

Magical Guesthouse 1 mi from SRQ airport
@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Tropical Oasis Heated Pool Hot Tub Near Siesta Key
Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to beautiful 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

Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Oceanfront on LBK!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located 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 onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort!

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. Enjoy 2 free bikes day rental with booking!

Palm Bay Club! Resort Style 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.
Popular amenities for outdoor seating rentals in Siesta Key
House rentals with outdoor seating

Tropical Paradise minutes to #1 Siesta Key Beach

The Sand Castle - Backyard Oasis Mins from Siesta!

Your private retreat near Siesta Key Beach.

5 minutes to private Siesta Key Beach + 2 pools

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

Oasis by Siesta Key Beach and Downtown SRQ w/pool

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

1 Bed 1 bath 7 mins to the beach
Apartment rentals with outdoor seating

*Recently Updated* Cozy Oasis, centrally located

Gillespie On The Park, Walk to Downtown

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

Siesta Key - Poolside Suite - Studio - Free kayaks

Funky & Fun Apartment in Central SRQ

ROYS PLACE Romantic, Private, Paradise!

Seahorse Suite Bradenton Hideaway

Serenity on the Manatee
Apartment rentals with outdoor seating

The Honeymoon Suite on Siesta Key Beach

Siesta Key Ground Floor Condo 2BR On Trolley Line

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

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Seaside on Siesta Key Beach

Siesta Key condo, beach access, heated pool

The Key to a Great Vacation!

Beachfront Escape – Private Balcony, Gulf Views
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $384 SGD | $485 SGD | $571 SGD | $468 SGD | $362 SGD | $366 SGD | $381 SGD | $338 SGD | $301 SGD | $318 SGD | $338 SGD | $363 SGD |
| 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 |
Quick stats about holiday rentals with outdoor seating in Siesta Key

Total holiday rentals
Explore 680 holiday rentals in Siesta Key

Nightly prices starting at
Siesta Key holiday rentals start at $104 SGD per night before taxes and fees

Verified guest reviews
Over 23,220 verified reviews to help you choose

Family-friendly holiday rentals
540 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 240 rentals that welcome pets

Holiday rentals with a pool
530 properties feature pools

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
680 of Siesta Key holiday rentals include wifi 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Rentals with an EV charger Siesta Key
- Rentals with a hot tub Siesta Key
- Townhouse rentals Siesta Key
- Rentals with beach access Siesta Key
- Rentals with a patio Siesta Key
- Fitness-friendly rentals Siesta Key
- Luxury rentals Siesta Key
- Rentals with a firepit Siesta Key
- Beach house rentals Siesta Key
- Bungalow rentals Siesta Key
- Rentals with pools Siesta Key
- Rentals with breakfast Siesta Key
- Villa rentals Siesta Key
- Flat rentals Siesta Key
- Apartment rentals Siesta Key
- Family-friendly rentals Siesta Key
- Rentals with lake access Siesta Key
- House rentals Siesta Key
- Pet-friendly rentals Siesta Key
- Rentals with a washing machine and dryer Siesta Key
- Beach apartment rentals Siesta Key
- Mansion rentals Siesta Key
- Waterfront rentals Siesta Key
- Beachfront rentals Siesta Key
- Rentals with a fireplace Siesta Key
- Rentals with a kayak Siesta Key
- Cottage rentals Siesta Key
- Rentals with a sauna Siesta Key
- Rentals with outdoor seating Sarasota County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- Manasota Key Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel




