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Best Vacation rentals and Airbnb offers in Gulfport, FL
9.7 74 reviews
Gulfport, FL
01/04 – 01/31
$169/nighttotal: $4563 (27 )
Waterfront Condo With Private Balcony. Sun All Day!
1 2
apartment , Seminole
This waterfront apartment is located in a safe residential neighborhood in Seminole, Florida, close to St. Pete Beach and within walking distance of restaurants and bars. The apartment has received excellent ratings for location, cleanliness, and user experience. The apartment offers 620 square feet of space with one bedroom, one bathroom, and can accommodate up to four guests. Enjoy stunning waterfront views, a modern and well-equipped kitchen, a relaxing pool area with a jacuzzi, and a private pier.
10 4 reviews
Gulfport, FL
07/03 – 07/05
$221/nighttotal: $442 (2 )
Poe's Place: In The Heart Of Gulfport Art District!
1 2
apartment , Gulfport
This Gulfport apartment rental is conveniently located a short walk from Gulfport Beach and Casino, and a 2.7-mile drive from the Pasadena Shopping Center. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, private patio, and access to a shared garden; in-unit amenities include a TV, coffee maker, and hairdryer.
Gulfport, FL
07/03 – 07/05
$256/nighttotal: $512 (2 )
Beach Quarters #4
1 2
house , Gulfport
Beach Quarters #4, a one-bedroom apartment in St. Petersburg, offers easy access to Gulfport Beach and is conveniently located within 6-7 miles of Tropicana Field, John's Pass, and The Dali Museum. This 600-square-foot rental boasts a fully equipped kitchen, free Wi-Fi, private parking, air conditioning, a tennis court, and accommodates up to 7 guests.
10 1 review
Gulfport, FL
07/03 – 07/05
$268/nighttotal: $536 (2 )
The Getaway
1 2
bungalow , Gulfport
This 2-bedroom, 1-bathroom apartment in Gulfport is located in a quiet district, offering a peaceful retreat just a short drive from the Gulfport waterfront and downtown shops, and a short distance to the Gulfport Sportsplex. This pet-friendly rental accommodates up to 4 guests and features air conditioning, internet, and a kitchen equipped with a fridge, microwave, and dishwasher, with a garden area for relaxation.
9.9 63 reviews
Gulfport, FL
07/03 – 07/05
$169/nighttotal: $338 (2 )
Stylish Bungalow ~10 Min To Beautiful Beaches
1 2
house , Gulfport
This Gulfport studio is centrally located, two miles from downtown Gulfport's pier and attractions, six miles from St. Petersburg's downtown and pier, and three miles from St. Pete Beach and Treasure Island. This 400-square-foot bungalow offers a queen bed, twin inflatable bed, fully equipped kitchen, private patio with fire feature, keyless entry, and accommodates up to three guests.
9.7 262 reviews
Gulfport, FL
07/03 – 07/05
$182/nighttotal: $364 (2 )
Adorable Modern Studio West, Clean & Comfy
1 2
studio , St. Petersburg
This St. Petersburg rental is conveniently located in United Central, just two miles from the Ronald Mcdonald House Children and 2.7 miles from Tropicana Field. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This spacious unit features a well-equipped kitchen, a private patio, and a fenced yard, perfect for relaxing after a day of exploring the city. Enjoy access to a range of amenities, including a swimming pool, jacuzzi, fitness center, and a water park and spa tub for ultimate relaxation.
9.4 3 reviews
Gulfport, FL
01/04 – 01/31
$251/nighttotal: $6777 (27 )
Gulfport Retreat With Wine Cellar Charm
2 2
apartment , Gulfport
This Tuscany-inspired vacation home is centrally located in Gulfport, one block from Main Street and four blocks from Gulfport Beach. This 2-bedroom, 1-bathroom apartment sleeps up to 6 guests and features a 450 sq ft enclosed patio with a bar, barbecue, and fire pit, plus a dog-friendly fenced backyard.
9.4 81 reviews
Gulfport, FL
07/03 – 07/05
$904/nighttotal: $1808 (2 )
The Right Location!!!
5 2
apartment , Gulfport
Just a short walk from Gulfport Beach and Gulfport Casino, this 5-bedroom vacation rental in Gulfport is the perfect accommodation for families and groups. With an excellent overall rating, this smoke-free house offers a fully equipped kitchen, an arcade/game room, and a sofa bed for additional sleeping arrangements. Accommodating up to 15 guests, this house features a terrace/balcony, air conditioning, Wi-Fi, and parking. It is also just a short drive from Pasadena Shopping Center.
9.3 40 reviews
Gulfport, FL
01/04 – 01/31
$202/nighttotal: $5454 (27 )
Tropic Terrace #55 - Beachfront Rental Condo
1 2
apartment , Treasure Island
This beachfront rental is located just a 2-minute walk from Treasure Island and a short drive from Madeira Beach, offering easy access to the area's top attractions. The property has earned excellent user, location, and cleanliness ratings. This one-bedroom apartment comfortably accommodates two guests. Enjoy a refreshing dip in the heated pool, prepare meals in the fully equipped kitchen, and stay connected with free Wi-Fi. The apartment also features air conditioning, parking, and direct beach access.
9.8 172 reviews
Gulfport, FL
07/03 – 07/05
$208/nighttotal: $416 (2 )
St Pete Casita Studio With Salt Water Pool & Yard
1 2
house , St. Petersburg
This St. Petersburg studio apartment is conveniently located minutes from downtown Tampa and the Tampa Bay waterfront, a 20-minute drive from Tampa International Airport. The pet-friendly unit, sleeping two, features a queen bed, a large reclining couch, a kitchenette with stove, microwave, and coffee maker (K-cups provided), air conditioning, private parking, and access to a shared pool and garden.
9.8 223 reviews
Gulfport, FL
07/03 – 07/05
$135/nighttotal: $270 (2 )
St.pete Modern Retro Oasis
1 2
apartment , St. Petersburg
This St. Petersburg apartment rental boasts an excellent location, just an 8-minute drive from downtown St. Petersburg, Vinoy Park, and the vibrant Central Avenue, with easy access to the Pinellas Trail and a short drive to Treasure Island Beach and Gulfport. This one-bedroom, one-bathroom unit sleeps two guests and features a modern beach-themed interior, a private jacuzzi, and a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher; shared patio access is also available.
9.2 122 reviews
Gulfport, FL
01/04 – 01/31
$172/nighttotal: $4644 (27 )
Spacious Gulfport Studio In Cottage Duplex
1 2
house , Gulfport
This studio apartment is located in a duplex cottage in Gulfport, within 5 blocks of downtown's restaurants, bars, beach, shopping, Art Walks, galleries, Fresh Market, and library. This pet-friendly accommodation offers internet, air conditioning, a full kitchen with a fridge and microwave, off-street parking, and a garden with an oak tree, accommodating up to 3 guests.
Best Gulfport, FL vacation rentals with a balcony
9.1 265 reviews
Gulfport, FL
01/04 – 01/31
$212/nighttotal: $5724 (27 )
Walk To Beach & Dining: Sunny St Pete Condo!
2 2
house , St. Pete Beach
This St. Pete Beach apartment is located less than a mile from the beach and a short walk from Treasure Island, offering easy access to the area's best attractions. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The 650 square foot apartment comfortably accommodates up to four guests with two bedrooms and one bathroom. Enjoy the amenities like the heated pool, tennis court, and free Wi-Fi, and relax on the terrace or balcony while taking in the beautiful Florida sunshine.
10 4 reviews
Gulfport, FL
07/03 – 07/05
$124/nighttotal: $248 (2 )
Sally Horse Alley 1 Bedroom In Roser Park- St. Petersburg's Oldest Neighborhood
1 2
apartment , St. Petersburg
This 270 sq ft, 1-bedroom unit is located downtown in St. Petersburg, 15 minutes on foot from the Morean Arts Center and a 3-minute drive from Tampa Bay. This apartment offers a kitchenette with a fridge and microwave, air conditioning, Wi-Fi, and accommodates up to 2 guests.
9.2 5 reviews
Gulfport, FL
07/03 – 07/05
$302/nighttotal: $604 (2 )
Itz A Vibe! 1 Bedroom In The Heart Of Dtsp!
1 2
apartment , St. Petersburg
This Downtown St. Petersburg apartment rental is conveniently located within a 15-minute walk of All Children's Hospital and Tropicana Field, and less than 10 minutes from the Morean Arts Center and Bayfront Medical Center. This 390-square-foot (36-square-meter) two-bedroom, one-bathroom unit sleeps three guests and features a fully equipped kitchen, in-unit laundry, a balcony, parking, and internet access.
9.2 198 reviews
Gulfport, FL
01/04 – 01/31
$286/nighttotal: $7722 (27 )
505 - Gulf Strand
1 2
house , St. Pete Beach
This St. Pete Beach home is just a short walk from the Dolphin Landings Charter Boat Center and the Boca Ciega Bay Aquatic Preserve, offering a peaceful escape near the water. It has received excellent ratings for location, cleanliness, and overall experience. This 1-bedroom, 2-bathroom vacation rental comfortably sleeps 4 guests in 740 square feet. The house comes equipped with a kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and parking, making it perfect for a relaxing beach getaway.
Guest-Favorite Family Vacation Rentals in Gulfport, FL
Plan the perfect family beach trip to Gulfport, FL with spacious rentals that offer plenty of room to spread out.
8.7 23 reviews
Gulfport, FL
07/03 – 07/05
$173/nighttotal: $346 (2 )
Studio Apartment 5 Minutes From Beach
1 2
studio , St. Petersburg
This St. Petersburg studio apartment is conveniently located near St. Pete Beach, a five-minute drive away, and within a seven-mile radius of attractions such as John's Pass Village & Boardwalk, Tropicana Field, and The Dali Museum. This 650-square-foot unit sleeps seven guests and boasts a fully equipped kitchenette with a dishwasher and microwave, a private garden, free parking, and free Wi-Fi.
10 1 review
Gulfport, FL
07/03 – 07/05
$567/nighttotal: $1134 (2 )
Treasure Island Great Beach Front Location South Beach 205
1 2
apartment , Treasure Island
This Treasure Island apartment is located just a mile from both St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk, offering easy access to the area's top attractions and a vibrant atmosphere. The apartment has received very good user ratings, with excellent reviews for location and cleanliness. This one-bedroom, one-bathroom apartment offers 620 square feet of space and can comfortably accommodate up to four guests. Enjoy amenities like a private pool, a tennis court, a garden, and a terrace, perfect for relaxing and enjoying the Florida sunshine.
9.0 5 reviews
Gulfport, FL
07/03 – 07/05
$173/nighttotal: $346 (2 )
Villa Del Sol St Pete
1 2
apartment , St. Petersburg
This St. Petersburg, Florida apartment rental is conveniently located approximately 5-6 miles from attractions like the Chihuly Collection and Pier, offering easy access to St. Pete-Clearwater International Airport. This 430-square-foot (approximately 40-square-meter) unit features one bedroom, one bathroom, and a fully equipped kitchen, comfortably accommodating up to seven guests and including amenities such as a private patio with barbecue, swimming pool, tennis court, and free parking.
9.2 60 reviews
Gulfport, FL
07/03 – 07/05
$500/nighttotal: $1000 (2 )
Tropic Terrace #32 - Beachfront Rental Apts
1 2
apartment , Treasure Island
This beachfront rental is located just a 2-minute walk from Treasure Island and a short drive from Madeira Beach, John's Pass, and John's Pass Village and Boardwalk. It has excellent ratings for cleanliness, location, and user experience. The apartment has one bedroom and one bathroom. Amenities include a heated pool, free Wi-Fi, a fully equipped kitchen, air conditioning, and a terrace/balcony.
Frequently Asked Questions about vacation rentals in Gulfport, FL
What are some interesting places to visit in or near Gulfport, FL?
Gulfport has a lot to offer! You can visit the Gulfport Beach, explore the historic Gulfport Casino, or take a stroll through the charming Gulfport City Market. If you're looking for something a little further out, the St. Petersburg Museum of Fine Arts is a short drive away.
What are the best Airbnb and vacation rentals in Gulfport, FL?
Which walking or cycling routes are the best in Gulfport, FL?
The Gulfport Waterfront Trail is a great option for a scenic walk or bike ride. It runs along the waterfront, offering views of the Gulf of Mexico and the intercoastal waterway. You can also check out the Pinellas Trail, which is a 47-mile paved trail that runs from St. Petersburg to Tarpon Springs.
What are the most popular Airbnbs in Gulfport, FL?
What sports or outdoor activites can visitors enjoy in and around Gulfport, FL?
Gulfport is a great place for watersports! You can go swimming, sunbathing, fishing, kayaking, paddleboarding, or even parasailing. If you're looking for something a little more adventurous, you can try jet skiing or windsurfing.
What are the best vacation rentals with a pool in Gulfport, FL?
What other towns or cities can be easily accessed from Gulfport, FL?
You can easily get to St. Petersburg, Clearwater, and Tampa from Gulfport. These cities offer a variety of attractions, including museums, theaters, restaurants, and shopping.
What are the best rentals for families and kids in Gulfport, FL?
What amenities are commonly available in vacation rentals in Gulfport, FL?
Most vacation rentals in Gulfport have amenities like a private pool, a hot tub, and a barbecue grill. Many also have a fully equipped kitchen, laundry facilities, and a balcony or patio.
What are the best rentals or Airbnbs with a jacuzzi in Gulfport, FL?
What time of year is best to rent a vacation rental Gulfport, FL?
The best time to visit Gulfport is during the spring or fall when the weather is mild and the crowds are smaller. The summer months can be hot and humid, but it's also the peak season for beachgoers.
What are the local dishes in Gulfport, FL region?
You'll find lots of fresh seafood in Gulfport! Try the grouper sandwiches, stone crab claws, or the shrimp scampi. You can also find delicious Cuban food, like ropa vieja and Cuban sandwiches. And don't forget the key lime pie for dessert!
Destinations nearby
Best Gulfport, FL vacation rentals with parking
10 2 reviews
Gulfport, FL
07/03 – 07/05
$97/nighttotal: $194 (2 )
Pinellas Park Oasis
1 2
apartment , Pinellas Park
This Pinellas Park studio is located approximately 8 miles from John's Pass and 10 miles from The Dali Museum, offering a local experience away from beach crowds. This 360 sq ft studio accommodates up to 2 guests and features air conditioning, a full kitchen, complimentary WiFi, and private parking, with direct access to a private terrace.
9.6 15 reviews
Gulfport, FL
07/03 – 07/05
$166/nighttotal: $332 (2 )
Guest Suite: Close To Beach & Downtown St. Pete
1 2
apartment , Pinellas Park
This detached guest suite in Pinellas Park offers a convenient location, just a 15-minute drive from downtown St. Petersburg and 13–15 minutes from Florida beaches, providing easy access to attractions like the Salvador Dalí Museum and Tropicana Field. This fully furnished 1-bedroom, 1-bathroom unit sleeps two guests, includes a private kitchen, fenced yard, and smart TV, plus amenities such as parking, air conditioning, internet, and a Ring floodlight for added security.
9.3 120 reviews
Gulfport, FL
07/03 – 07/05
$357/nighttotal: $714 (2 )
La Tortuga Historic Pass A Grille St Pete Beach Unit 1 Thru 4
1 2
apartment , St. Pete Beach
This 4-star aparthotel is located in Pass-a-Grille, a short walk from Merry Pier and St. Petersburg - Clearwater Beaches, and within a 10-minute reach of the Gulf Beaches Historical Museum and Pass-a-Grille Beach. It enjoys an excellent user rating and is a great option for families or groups of friends looking for a comfortable and convenient stay. This smoke-free rental offers a spacious 5-bedroom layout, perfect for larger groups. Enjoy the Florida sunshine on the private patio, relax by the pool, or grill up a meal in the fully equipped kitchen.
9.9 228 reviews
Gulfport, FL
07/03 – 07/05
$292/nighttotal: $584 (2 )
Retro Retreat In Dtsp - Explore The Downtown Area
1 2
house , St. Petersburg
This charming house is located in the Downtown Saint Petersburg district, just a short walk from the city's main attractions, restaurants, and shops. With excellent user, location, and cleanliness ratings, you can expect a comfortable and enjoyable stay. This cozy dwelling offers 370 square feet of space, accommodating up to two guests in one bedroom and one bathroom. The house comes equipped with a fully stocked kitchen, a private balcony, a spa, and a jacuzzi, providing everything you need for a relaxing and memorable vacation.
Check Out Vacation Rentals with a Pool in Gulfport, FL
Complement your time by the water with a dip in the pool at these Gulfport, FL vacation rentals with on-site swimming facilities.
9.4 321 reviews
Gulfport, FL
01/04 – 01/31
$299/nighttotal: $8073 (27 )
318 - Island Inn
1 2
house , Treasure Island
This Treasure Island house is located just 1.5 miles from the St Pete Beach Theatre, 3 miles from Dolphin Landings Charter Boat Center, and 3 miles from Boca Ciega Bay Aquatic Preserve, making it easy to explore the area's attractions. The property has received excellent ratings for user experience, location, and cleanliness. This vacation rental has one bathroom and can accommodate up to four guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace or balcony, a garden, parking, internet access, and pet-friendly accommodations. Guests can enjoy stunning sea views, relax in a comfortable atmosphere, and take advantage of nearby water activities.
9.5 115 reviews
Gulfport, FL
01/04 – 01/31
$212/nighttotal: $5724 (27 )
Steps To St. Pete Beach: Condo W/ Pool!
1 2
house , St. Pete Beach
This St. Pete Beach apartment is located just a 5-minute walk from the beautiful sands and turquoise waters, and a short drive from John's Pass and John's Pass Village and Boardwalk. Guests have consistently rated this rental highly for its excellent location, cleanliness, and overall experience. This 1-bedroom, 1-bathroom apartment offers 570 square feet of space, comfortably accommodating up to 4 guests. Relax and enjoy the amenities, including a heated pool, a peaceful garden, and a fully equipped kitchen, perfect for preparing meals and enjoying the beautiful Florida sunshine.
9.1 53 reviews
Gulfport, FL
07/03 – 07/05
$551/nighttotal: $1102 (2 )
Tropic Terrace #22 - Beachfront Rental Condo
1 2
apartment , Treasure Island
This beachfront rental is located just a short drive from Treasure Island, Madeira Beach, and John's Pass, offering easy access to the area's best attractions. It boasts consistently high ratings for location, cleanliness, and overall user experience. The apartment has one bedroom and one bathroom, offering 270 square feet of living space for up to two guests. Amenities include a heated pool, free Wi-Fi, private parking, and a fully equipped kitchen, ensuring a comfortable and convenient stay.
8.8 3 reviews
Gulfport, FL
07/03 – 07/05
$212/nighttotal: $424 (2 )
Charming 1-bedroom Pool Apartment In Delightful St. Petersburg,best Location
1 2
apartment , St. Petersburg
This St. Petersburg vacation rental, located in the Meadowlawn district, is a short drive from Tampa Bay and Weedon Island Preserve. The 480-square-foot apartment features one bedroom, one bathroom, a fully equipped kitchen, and accommodates up to four guests, offering amenities such as a swimming pool, garden, and on-site parking.
Top-Rated Oceanfront Vacation Rentals in Gulfport, FL
Relax near the shore in these coastal Gulfport, FL vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.
9.8 9 reviews
Gulfport, FL
07/03 – 07/05
$791/nighttotal: $1582 (2 )
Stay For Winter! ⭐Private 4br Home-water Views-2 Private Balconies-walking Dista
4 2
apartment , Gulfport
9.4 129 reviews
Gulfport, FL
01/04 – 01/31
$237/nighttotal: $6399 (27 )
607 - Sunset Chateau
1 2
house , Treasure Island
9.0 238 reviews
Gulfport, FL
01/04 – 01/31
$286/nighttotal: $7722 (27 )
421 - Island Inn
1 2
house , Treasure Island
9.0 20 reviews
Gulfport, FL
01/04 – 01/31
$221/nighttotal: $5967 (27 )
Tropic Terrace #50 - Beachfront Rental Condo
1 2
apartment , Treasure Island
Discover 5-Star Vacation Rentals in Gulfport, FL
Premium waterfront rentals in Gulfport, FL combine upscale design with refined service for a truly superior getaway.
10 3 reviews
Gulfport, FL
01/04 – 01/31
$262/nighttotal: $7074 (27 )
Royal Blue Downtown-gulfport-cooledpool
2 2
house , Gulfport
Best Vacation Rentals with a Steam Room in Gulfport, FL
Relax in style with an on-site sauna at these premium Gulfport, FL vacation rentals near the water.
10 2 reviews
Gulfport, FL
01/04 – 01/31
$169/nighttotal: $4563 (27 )
1-bedroom Apartment Near Ocean In Old Southeast With Private Sauna & Hot Tub
1 2
apartment , St. Petersburg
10 4 reviews
Gulfport, FL
01/04 – 01/31
$318/nighttotal: $8586 (27 )
Sunset Beach Oasis: Panoramic Gulf Views & Steps To The Sand, Sleeps 6
2 2
apartment , Treasure Island
9.8 106 reviews
Gulfport, FL
01/04 – 01/31
$916/nighttotal: $24732 (27 )
Waterfront Views At Dolphin Watch With Heated Pool
