Holiday rentals with outdoor seating in South Pasadena

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in South Pasadena

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Gulfport

4.92 out of 5 average rating, 729 reviews

graceful haven...

This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)

7–14 Nov

€ 125 per night

Guest favourite

Guest suite in Gulfport

4.92 out of 5 average rating, 452 reviews

Gulfport Studio STEPS to Beach & Restaurants

Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a corner lot STEPS from popular Beach Blvd & Gulfport beach, fishing pier, eclectic Gulfport shops, cafes and everything FUN! Gulfport has artsy and quirky shops, fabulous waterfront restaurants and a thriving art scene. Gulfport is a funky community all its own. Gulfport has an Art Walk on the First Friday and Third Saturday and a Tuesday market every week. Don’t miss it!

21–28 Sep

€ 137 per night

Guest favourite

Guest suite in Saint Petersburg

4.94 out of 5 average rating, 117 reviews

St. Pete OASIS ~ reduced price for November

LGBTQ+ / 420 friendly! We live on the property; the suite is detached from the main house. Back yard/Pool area is a shared space. Pvt. fenced back yard and pool! Room features full bath, small kitchenette with microwave, hotplate, coffee maker and minifridge. Beach chairs available to use. 8 min from downtown 10 min to the beach! "Grand Central" district with great shops, galleries, bars and restaurants! Free shuttle that runs all day just a block away, to downtown and to the beach.

30 Jun – 7 Jul

€ 108 per night

Guest favourite

Guest suite in St. Petersburg

4.95 out of 5 average rating, 108 reviews

Modern Romatic Suite: 5 Min to St Pete Beach

The Modern Studio boasts trendy decor, queen size memory foam mattress, a comfortable couch and an efficiency kitchen. There is also a private fenced yard with patio set to enjoy the Florida sunshine. We are Conveniently located: ▪️5 min drive to St Petersburg Beach and Gulfport ▪️15-20 minutes to vibrant Downtown St Pete. ▪️Blocks to the Pinellas County Trail for the avid bike rider. ▪️1/2 mile walk to the new Sun Runner bus system for easy transportation from downtown to the beach

7–14 Sep

€ 105 per night

Guest favourite

Guest house in St. Petersburg

4.98 out of 5 average rating, 132 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

25 Aug – 1 Sep

€ 134 per night

Guest favourite

Tiny home in Gulfport

4.94 out of 5 average rating, 143 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

14–21 Jul

€ 157 per night

Guest favourite

Flat in South Pasadena

4.95 out of 5 average rating, 151 reviews

Beautiful 2/2 Eclectic Modern Apt - WeArePeaceful

Our apartments 'Peaceful' is a combination of pleasing colors and a delicate attention to detail in every corner will let you experience the magic of an eclectic space in the heart of St Petersburg. With the beautiful sand beaches under 5 minutes away, you can feel the breeze as soon as you step outside. You also can try St Petersburg’s diverse restaurant scene and visit the museums displaying art permanent collections and traveling exhibits.

26 Dec – 2 Jan

€ 228 per night

Guest favourite

Guest suite in St. Petersburg

4.96 out of 5 average rating, 112 reviews

Charming Side Garden Suite (no cleaning fee)

This private guest suite is centrally located between the beaches on Treasure Island and the nightlife, shopping, and dining of the Grand Central and Pier districts, along the Sun Runner public transportation route. The suite includes one bedroom, bathroom, and kitchenette, separated from the main house, with a private entrance through the side garden. Come enjoy your morning coffee in the garden, and all that St. Petersburg has to offer.

17–24 Jun

€ 103 per night

Guest favourite

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 181 reviews

Bayside Paradise Inn~ Water Views, Kayaks, Fishing

Private, separate in-law suite apartment on Boca-Ciega Bay has a complete kitchen, living room/dining area, bedroom and bathroom with private entryway. Wake up to Dolphins swimming by your window frolicking in the bay. Kayaks are furnished to be launched from backyard dock. Bring your fishing pole. Our concern for the safety of our guests during this pandemic, has caused us to adopt new enhanced cleaning methods recommended by AirB&B.

12–19 May

€ 193 per night

Guest favourite

Bungalow in Saint Petersburg

4.99 out of 5 average rating, 107 reviews

Sandy Beaches Bungalow

Experience the epitome of Mid-Century Modern elegance in this stunning bungalow nestled within the prestigious waterfront enclave of Causeway Isles. Situated a mere 1.5 miles from the captivating shores of Treasure Island Beach and conveniently positioned along the picturesque Pinellas Bike Trail, this fully furnished haven beckons for 30 day+ rentals. **Snowbirds bring your pup and make this your winter home**

16–23 May

€ 212 per night

Guest favourite

Flat in Treasure Island

4.95 out of 5 average rating, 227 reviews

West Coast Beach Pad - One Block to Beach Access

What's a short 3 minute walk to picturesque Sunset Beach; Your West Coast Beach Pad, 1st floor. Enjoy the beach with our beach chairs, umbrella, cart, towels and cooler. Relax outside with bistro table and chairs, use the gas grill and enjoy a quiet meal together. Quiet neighborhood. Cozy, light & airy, and modern. Our West Coast is your Key West getaway in Treasure Island.

17–24 Oct

€ 124 per night

Guest favourite

Tiny home in Gulfport

4.94 out of 5 average rating, 108 reviews

Beautiful Gulfport Container Home

Bright, clean and fresh container home nestled in a great central neighborhood. < 2mi from downtown Gulfport (fantastic food and shops and beach) < 4mi from award winning St Pete Beach ~ 1mi from multiple grocery stores < 1mi from the new Sun Runner bus and Pinellas Trail < 6 mi from Downtown St Petersburg and the all new St Pier which is a must visit for all ages.

27 Aug – 3 Sep

€ 105 per night