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Holiday rentals with outdoor seating in Longboat Key

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Longboat Key

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Villa in Old Seminole Heights

4.84 out of 5 average rating, 133 reviews

Double Waterfront Estate; Kayaks,Firepit, 11 Beds!

-Double WaterFront Urban Estate with it`s own Spring Fed Pond! *3 FirePits *Complimentary Kayaks, Paddleboard, &Canoe for Exploring & Fishing *Fast Wifi &Smart Tv`s *5 Mins from Famed Seminole Heights Restaurants *10 Mins to Downtown Tampa, RiverWalk, Convention Center, Amalie Arena, MFU Ampitheatre, HardRock, & Armature Works *15 Mins to Raymond James Stadium, Airport, &Cypress Point Park Beach & 0 Minutes from An Epic Sunset View with Your Friends!

Guest favourite

Bungalow in St. Petersburg

4.95 out of 5 average rating, 86 reviews

The Blue Bungalow Crescent lake Mins to Downtown

[Please Email Cathy at Sandandstoned dot com for private bookings and discounts] Walk to restaurants, shopping, downtown, Crescent Lake Park and the best beaches are 15-20 mins away. Hot Tub, outdoor solar shower. Fast wi-fi, dedicated workspace in the airy sunroom. Generous parking pad fits 2 cars.Dining table for 4 plus an eat-in breakfast bar by the kitchen. Comfy beds with memory foam toppers and luxuriously silky bamboo bed linens. Large Walk in glass shower & kids toys and pack-n- play.

Guest favourite

Home in Sarasota

4.91 out of 5 average rating, 206 reviews

☀ Villa & Garden in Downtown ~ 5 Min to Beaches

Our coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Park. The villa's garden hideaway is a real Floridian oasis, complete with fire pit and sun loungers. Downtown and all its restaurants, bars and shops is just on your doorstep. Plus 3 sugar white beaches – including Siesta Beach one of the most beautiful beaches in the world – are only a 5-min ride away! We’ve poured our hearts & souls into this villa, it's our family business.

Guest favourite

Campervan/RV in Tampa

4.88 out of 5 average rating, 173 reviews

Come relax in our Grand Design

You’ll treasure your time at this memorable place. Close by Zoo Tampa and Busch Gardens. Enjoy your stay in this New and beautiful RV when you visit Tampa. Your family will be close to everything when you stay at this central location. Sleeps up to 10 people with 1 queen bed, and a set of bunk beds that fit 4 kids or teens. Full bathroom and spacious kitchen. 3 Smart TVs with channels, Roku, Netflix, Youtube, and much more, High-speed WiFi Internet, and Plenty of parking spaces for 2 cars.

Guest favourite

Home in Indian Rocks Beach

5 out of 5 average rating, 155 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home. Sand,sun,and ocean breeze are waiting for you. Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and still walking distance from restaurants,bars and stor. BTR#2099

Guest favourite

Campervan/RV in Seminole

4.88 out of 5 average rating, 26 reviews

Beach town Glamping

You won’t forget your time in this Glamping Oasis!! New 34ft fifth wheel on a private side lot, fit for a queen! Large outdoor deck features a 76” couples outdoor soaking tub with seperate out door shower and a built in bar for eating outside. All with beautiful decor and palm trees surrounding, come relax 3 miles from the BEST beaches on the west coast and enjoy nature strolling down The Pinellas trail right in the neighborhood. 20 minute drive to downtown St. Petersburg or to Tampa.

Guest favourite

Guesthouse in Tampa Heights

4.99 out of 5 average rating, 160 reviews

ZERO Cleaning Fees - Hot Tub Tiny House

Welcome to the Tiny Heights! Our quaint little tiny house features exclusive hot tub access, a full kitchen, private bathroom, shower and sink, wifi, AC, TV, Apple TV, and a beautiful private patio seating area. Tiny Heights Airbnb is located in the Seminole Heights area of Tampa and is within walking distance to an awesome selection of restaurants, bars, breweries, coffee shops and shopping. Just 4 miles from T.I.Airport and 2 miles from Raymond James Stadium, Ybor City & Downtown Tampa

Guest favourite

Tiny home in Clearwater

4.91 out of 5 average rating, 171 reviews

Tiny living in paradise

Keep it simple at this peaceful and centrally-located place that is 2 blocks from the water, only 2 blocks from Blue Jay stadium .6 mile in Dunedin. Our Luxury 2020 RV is top of the line and has privacy that is behind our enclosed gate with the entire unit fenced in for maximum privacy and also a great for you to relax and enjoy the outdoors. Unit has its own internet router with fast speeds for unstoppable internet action. We have available kids pen and high chair available upon request

Guest favourite

Apartment in Indian Rocks Beach

4.98 out of 5 average rating, 113 reviews

Triplex w/ heated pool, IRB beach across street!

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared heated pool with sunshelf and chaise loungers ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior ☀ Fire pit with relaxing swivel lounge chairs, oversized hammock ☀ Beach wagons, zero gravity chairs, cooler, ice, umbrellas, towels, speakers ☀ 3 hole glow in the dark putt putt ☀ Amazon Dots with Unlimited Amazon Music ☀ Fenced-in courtyard w/ outdoor seating, umbrellas, and BBQ grills

Guest favourite

Home in Nokomis

4.96 out of 5 average rating, 102 reviews

Cute Little Getaway

Close to the beach and walking distance to 5 restaurants, including one on the water. Our place is less than 2 miles from Nokomis Beach! We have you covered on beach equipment, wagon, chairs, towels and umbrella. The backyard boasts a relaxing, beautiful escape with resort style touches. We have a gas grill to cook your catch, a high powered outdoor fan, and comfy seating in the shade. The house is freshly modernized, open and airy. You will enjoy an outfitted kitchen.

Guest favourite

Apartment in St. Pete Beach

4.8 out of 5 average rating, 293 reviews

Fiesta Siesta: Bright+ Cozy+ Unforgettable (4plex)

🌵Fiesta Siesta – Where Every Day Feels Like a Party!🌴 Feed me tacos and tell me I’m pretty—because life’s too short for anything less! Welcome to Fiesta Siesta, a fun, vibrant escape just steps from Upham Beach in sunny St. Pete Beach. One of four uniquely themed units in a gated complex, this playful retreat is decked out in a vibey cactus theme that’s all about fiesta and siesta—because, why choose? Book now and let the fiesta begin! 🎉🌮

Guest favourite

Home in Pinellas Park

5 out of 5 average rating, 10 reviews

Calm Comfort Getaway/ 7 miles to the beach/pier

Indulge in the ultimate getaway at our exquisite 4-bedroom, 3-bathroom listing. This beautifully renovated property offers a luxurious outdoor fire pit, a convenient washer and dryer, and a stunning brand new remodel that will exceed your expectations. Step outside to discover a modern backyard oasis, complete with comfortable outdoor seating. Plus, for added privacy and security, the backyard is fenced.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Longboat Key outdoor seating rentals

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Guest favourite

Home in Tampa

4.91 out of 5 average rating, 137 reviews

Pool Oasis | Karaoke | 5G | Theater 135" | Grill

Home in Bradenton

4.79 out of 5 average rating, 154 reviews

Hot tub/Pool! Pet friendly (for fee) Fenced yard

Home in St. Petersburg

4.84 out of 5 average rating, 135 reviews

Tropical escape house with hot tub

Guest favourite

Home in Largo

4.92 out of 5 average rating, 130 reviews

Cozy Home 4 minutes from Indian Rocks Beach

Guest favourite

Home in Bradenton

4.93 out of 5 average rating, 56 reviews

4BR Oasis! Private Heated Pool, Pickleball & Pond!

Guest favourite

Home in Largo

5 out of 5 average rating, 52 reviews

Casa Flamingo - Outdoor Bar+TV - Htd. Pool - Games

Guest favourite

Home in Tampa

4.88 out of 5 average rating, 150 reviews

*1Der Stays* #2 Slice of Paradise

Guest favourite

Home in Largo

4.86 out of 5 average rating, 118 reviews

#RespectCreation

Apartment rentals with outdoor seating

Guest favourite

Apartment in Indian Beach-Sapphire Shores

4.97 out of 5 average rating, 119 reviews

Free Early Chk-in, Super Clean, Parking, Disney+.

Apartment in Downtown Sarasota

4.77 out of 5 average rating, 111 reviews

Downtown Apt w/ pool, gym & co-work.

Guest favourite

Apartment in Sarasota

4.87 out of 5 average rating, 151 reviews

Pets friendly modern studio 5 mi to Siesta Key

Guest favourite

Apartment in Sarasota

4.97 out of 5 average rating, 168 reviews

Gillespie On The Park, Walk to Downtown

Guest favourite

Apartment in Tampa Heights

4.9 out of 5 average rating, 310 reviews

Downtown Tampa Apartment w/ Tropical Patio

Guest favourite

Apartment in Tampa

4.88 out of 5 average rating, 112 reviews

Lovely 1-Bedroom rental unit

Guest favourite

Apartment in Davis Islands

4.92 out of 5 average rating, 179 reviews

Charming Davis Islands 2 BR apt Just off Water!

Apartment in Tampa

4.85 out of 5 average rating, 107 reviews

2 PM check in-water view from Balcony-Pool

Condo rentals with outdoor seating

Guest favourite

Condo in Tampa

4.93 out of 5 average rating, 157 reviews

Waterfront Condo - Sunset View of Tampa Bay

Guest favourite

Condo in Redington Beach

4.85 out of 5 average rating, 600 reviews

Condo II:Beach 2 min walk:Heated Pool:Grill

Guest favourite

Condo in Indian Rocks Beach

4.96 out of 5 average rating, 111 reviews

Key West Style Condo Across Street From Beach

Guest favourite

Condo in Clearwater

4.83 out of 5 average rating, 143 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

Guest favourite

Condo in Treasure Island

4.87 out of 5 average rating, 143 reviews

2 bedroom in great location

Guest favourite

Condo in Treasure Island

4.95 out of 5 average rating, 148 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

Guest favourite

Condo in Bradenton

4.86 out of 5 average rating, 110 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

Condo in Treasure Island

4.86 out of 5 average rating, 490 reviews

Beachfront Condo in Exclusive Resort

Quick stats about holiday rentals with outdoor seating in Longboat Key

Total rentals
330 properties
Nightly prices starting at
$70 NZD before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
270 properties have a pool

Destinations to explore