Guesthouse vacation rentals in Gulfport

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Top-rated guesthouse rentals in Gulfport

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A modern kitchenette is highlighted by deep blue cabinetry and a white marble countertop. A mid-sized refrigerator is positioned next to a coffee maker, with kitchen essentials displayed on open shelving above. A bathroom is visible through an adjacent doorway.

Guesthouse in Tampa

4.92 out of 5 average rating, 355 reviews

Beautiful, cozy guesthouse in the heart of Tampa

Enjoy a stylish experience at this centrally-located guesthouse with much of what Tampa has to offer, just a short ride away. Perfect for 3 adults w/ 1 queen bed & a futon. Guest add. available for a fee. 8 min - Tampa International Airport 4 min - Bucs Stadium 8 min - Amalie Arena 8 min - downtown Tampa 7 min - International Mall 9 min - Ybor City 8 min - Soho 16 min - Busch Gardens 30 min - both Clearwater and St. Pete Beaches Many of Tampa's best restaurants and bars within a 3 mile radius!

Guest favorite

A vibrant hammock is suspended between two palm trees, positioned on a sandy beach with gentle waves lapping at the shore. The clear blue sky highlights the serene coastal environment, creating an inviting space for relaxation by the water.

Guesthouse in Historic Old Northeast

4.89 out of 5 average rating, 296 reviews

Private Guest Studio w/Courtyard

Enjoy your own private guest studio separate from the main house (no main house access). Located 1 mile from downtown and 1/2 mile from Tampa Bay. Guest studio includes one queen size bed, one full bathroom with shower (no tub), brand new air conditioner, mini fridge, 32" smart TV (login to your favorite streaming options and enjoy, no cable provided), a microwave and a coffeemaker. Great walking ability. We do not allow animals, any pet related questions please inquire with us prior to booking!

Top guest favorite

Guesthouse in Ozona

4.96 out of 5 average rating, 99 reviews

Ozona Guesths-3blks to Pinellas Trl, Brewery/Eats

Ozona Guesthouse, Dog Friendly & only 3 blocks from Molly Goodheads, Ozona Pig, & Ozona Brewing Company! Enjoy the Pinellas Trail, only 3 blks away, for great biking. Historic Palm Harbor is home to many breweries & restaurants. Dunedin Causeway & Caladesi St. Park & beach with great dog beach, walking trails, has been consistently voted in the top beaches in America, is 2 mi south. Tarpon Springs, the Sponge Docks, wonderful Greek culture, antique shops, & many street festivals are 5 mi. north.

Top guest favorite

Guesthouse in Tampa Heights

4.96 out of 5 average rating, 137 reviews

Cute Guesthouse by the Riverwalk, w/patio and WFH

Enjoy a stylish experience at this centrally-located detached guesthouse with patio and fire pit. Fully equipped with a WFH setup for your workcation and close to all Tampa has to offer. The Riverwalk as well as Armature Works is close. It’s a quick ride to the stadium. A walk on the beach is a drive away. Easy access to Tampa International airport . Quiet guesthouse recently refurbished with a full kitchen and a dedicated work space. Wifi and air conditioning. This is a non smoking property

Superhost

A wooden boardwalk extends over calm waters, lined by tall reeds. Clear blue skies dominate the scene, with a few clouds scattered above. In the distance, several boats can be seen near the shoreline, enhancing the tranquil lakeside setting.

Guesthouse in St. Petersburg

4.83 out of 5 average rating, 125 reviews

Guest House by the Lake

Large guest suite less than 10 minutes to both downtown St Pete and St Pete Beach. Walk out the back and you'll find yourself only a minute away from a large lake and a beautiful park. There is a golf range and practice green area located in the same park. The space is large and completely private. You will find everything you need - full bathroom, large closet, full table/desk, kitchenette, wifi/Netflix, yard/grill, etc. Also available to use: kayak, golf clubs, beach towels, fishing poles

Superhost

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guesthouse in Dunedin

4.83 out of 5 average rating, 109 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Guest favorite

Guesthouse in Old Seminole Heights

4.86 out of 5 average rating, 916 reviews

Seminole Heights Riverside Paradise w/Pool

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Guest favorite

An outdoor deck area features a wooden countertop with a sink, complemented by a small bistro table and chairs nearby. A light-colored exterior wall and a door leading inside create a cozy ambiance, with decorative elements enhancing the space.

Guesthouse in Old Seminole Heights

4.81 out of 5 average rating, 140 reviews

Cozy Cottage in Seminole Heights

The Hiawatha House is a one bedroom one bathroom suite with a full kitchen. This space is newly renovated with all new stainless steel appliances! The outdoor deck is beautiful with an area to sit and enjoy a cup of coffee or tea. The property is located in charming Seminole Heights. It is within walking distance of some of the best restaurants in Tampa. A short drive from downtown and Raymond James stadium, this is the perfect place for any Tampa trip.

Top guest favorite

The exterior view of the cottage showcases a charming green façade with double garage doors. Lush greenery and vibrant landscaping surround the property, featuring manicured grass and brick walkways that create an inviting outdoor atmosphere.

Guesthouse in Palma Ceia

4.94 out of 5 average rating, 111 reviews

Large Charming Hyde Park Cottage-Walk Everywhere!

Our spacious 850sf Historic Hyde Park cottage is blocks from Bayshore, a short walk to Bern’s, Hyde Park Village, and numerous restaurants and bars! This charming 2/1 (queen/twin), 2nd story carriage house is in the heart of Hyde Park! Please send a message if you do not see your dates available. Note that the cottage is not next to the highway as the map view may suggest. Ask about amenities in our well-equipped kitchen and longer-term stays.

Guest favorite

A sandy pathway leads through lush greenery towards the beach, framed by swaying beach grasses. Gentle waves can be seen in the distance under a sky filled with soft clouds, creating a serene coastal scene.

Guesthouse in Pass-a-Grille Beach

4.92 out of 5 average rating, 195 reviews

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

Get ready to relax and enjoy the island life at this "Key West" style guest house! This Pass-A-Grille 1 bedroom apartment is located less than two blocks from the beach. This is the Upstairs 2nd floor unit of a two apartment cottage that is situated on the property, behind the owner's main house. The apartment has a full kitchen, living area and a side nook with a set of bunkbeds. There is also a small upstairs porch to sit and enjoy the view!

Guest favorite

A cluster of palm trees is framed against a white fence, surrounded by smooth white stones. Soft lighting is provided by ground-level fixtures, casting gentle shadows on the gravel pathway.

Guesthouse in St. Petersburg

4.89 out of 5 average rating, 110 reviews

Comfy Guest House in St Pete

This peaceful and centrally-located guest house, is convenient for your get away with immediate access to I-275 which will take you to downtown St Pete, and famous Treasure Island, Madeira Beach, St Pete Beach in less then 17 min and 22 min away from Tampa International Airport. Also having access to close shopping centers including Tyrone Square Mall.

Guest favorite

A bright, airy living space features vaulted white ceilings and large windows that allow natural light. A comfortable sofa is paired with a side chair, while a media console holds a television. A round coffee table sits in the center, complemented by a soft area rug.

Guesthouse in Historic Old Northeast

4.91 out of 5 average rating, 106 reviews

Private guesthouse in Historic Old Northeast

This unique guesthouse is in a great location in Historic Old Northeast. Located 4 blocks from St. Petersburg's beautiful waterfront parks and a short walk to downtown St. Petersburg. The downtown area has a ton to offer including the newly renovated pier, restaurants, shopping, music and museums. Great for singles, couples and business travelers.