Smoking friendly vacation rentals in Gulfport

4.99 out of 5 average rating, 336 reviews

Guesthouse in Largo

Paradise Cottage Largo Beaches 1 mile safe private

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Bungalow in Southeast Seminole Heights

4.91 out of 5 average rating, 192 reviews

Entire Home with Hot tub & Firepit

Experience the charm of this 1000 sqft. home & expansive backyard w/fire pit & hot tub. Enjoy complete privacy. No shared walls, guest houses, or other guests. Inside is a 2Bd/1 Bth & well-equipped kitchen w/most small appliances. Nestled in a tranquil area, yet centrally located. Easy access to the airport, major attractions, best restaurants, vibrant nightlife, & fun adventures - all just minutes away! Includes a monitored security system so you have both the peace of mind & comforts of home.

4.79 out of 5 average rating, 301 reviews

Guest suite in Tampa

The Riverfront Suite at Casa del Alma

The riverfront suite @ Casa Del Soul has something for everyone. Whether you’re traveling for business, on vacation exploring Tampa Bay, or wanting to get out of the house for a weekend stay-cation look no more. Casa del Soul is centrally located in trendy/ eclectic neighborhood of Seminole Heights just minutes away from Ybor, Hard Rock, Downtown, South Tampa, Hyde Park , Lowry Park Zoo, Busch Gardens, Adventure Island, the Amphitheater, Arena, International Mall, Stadium, Restaurants & More.

4.95 out of 5 average rating, 221 reviews

Guesthouse in Gulfport

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Apartment in Tampa Heights

4.85 out of 5 average rating, 322 reviews

Downtown Tampa & Armature Works Apartment!

Cozy apartment situated in a charming, peaceful neighborhood, that is just a short walk to many of Tampa's greatest amenities. Sleeps 4 with a comfortable king and full size bed. There's a dedicated office space, fully stocked kitchen w/ coffee bar, & a large courtyard w/ tropical plants, seating, and a grill. The main bedroom & living area are combined and the second bedroom is accessed through the main bedroom/living area. There is a door to shut off the second bedroom and a TV in the room.

Guesthouse in St. Petersburg

4.85 out of 5 average rating, 846 reviews

Private & Cozy Tiny Home/Cottage

This is a cozy converted workshop with all the amenities of a traditional home! You'll have a comfy bed that sleeps 2 with an air mattress upon request, TV with streaming options, fun decorations, WiFi, air conditioning, W/D, closet space, cooking stuff, & bathroom. If you love tiny homes, you'll love this. Because of it being a converted workshop, it still has that feeling in some regard. It's a little rustic, but still charming. It's not a hotel, nor does it try to be. Pets are welcome.

Guesthouse in St. Petersburg

4.85 out of 5 average rating, 337 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

4.96 out of 5 average rating, 115 reviews

Tiny home in Gulfport

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

4.86 out of 5 average rating, 236 reviews

Home in Seminole

Madeira Beach Area ~ Bikes ~ Pool Table ~ Dogs OK!

1.5 miles to the beach! Charming, clean, remodeled home. We provide 2 bicycles, beach gear, chairs, cooler, beach cart, toys, & umbrella. Pinellas trail is only 1 block away! Comfy king beds in both bedrooms. Pool table in the sunroom, charcoal grill, & jet bathtub. Memory foam couch bed. Quiet neighborhood of Bay Pines. Great central location! Near Madeira Beach & Treasure Island & John’s Pass. Locally owned & operated by highly experienced superhosts. Proudly Big Dog Friendly!

4.95 out of 5 average rating, 101 reviews

Home in North Kenwood

Kenwood Oasis

Message for open dates not on calendar. Spanish Mediterranean style with rustic charm and modern amenities compliment this homes beautiful exposed brick and stained glass doors. The outdoor living space is amazing with a screened in 30’x30’ breezeway for perfect FL living. Lush tropical landscaping, a great yard and tons of parking on a completely fenced in 1/2 acre lot and all the privacy guests could ask for. Located just 5 minute drive to Central Ave. Downtown St. Pete.

4.79 out of 5 average rating, 427 reviews

Home in Largo

Spacious Home Solar-Heated Pool and Spa

We prefer a no-contact stay and NO PARTIES. Screened Solar-Heated Pool w/Spa, King Bed Master Suite w/42" RokuTV w/Pool Access, Dual Sinks, Living Room, 65" Samsung Cable TV, Queen Bed Second Bedroom w/55" TV and Direct Pool Access, , Dining Room, Laundry Room Washer/Dryer, 2 Driveway Park Spaces, Full Kitchen, Water Softener, Gas Grill, Porch, Wifi+Ethernet, up to 1350 sq. ft., King Trundle Bed (with room dividers) available in Common area to sleep 6.