House vacation rentals in Gulfport

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Top-rated house rentals in Gulfport

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Guest favorite
The living area showcases a blue accent wall and a plush velvet sofa, complemented by wooden chairs and a light fixture. A flat-screen TV is mounted on the wall, while the open kitchen features stainless steel appliances and a bar with stools for casual dining.
Home in Gulfport
4.97 out of 5 average rating, 124 reviews

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away 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 St Pete Pier.

Superhost
A screened-in pool area features a shimmering blue pool surrounded by a tiled deck. Comfortable seating with tropical-patterned cushions is available near the pool. Lush greenery lines the space, providing a sense of privacy and tranquility.
Home in St. Petersburg
4.85 out of 5 average rating, 347 reviews

Pool home with beach a few minutes away

This recently updated European style home comes with 3 bedrooms 2 bathrooms, screened-in pool and pool deck. Located in an upscale neighborhood, this beautiful home offers patio areas and large living room for relaxing. Equipped with a full size washer, dryer and full kitchen for a home away from home experience. 5min drive to beaches, parks, lakes, trails, shopping & restaurants. 10min to downtown, St. Pete. Boat Trailer parking available. Large driveway can accommodate up to 3 vehicles.

Top guest favorite
An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.
Home in Seminole
4.99 out of 5 average rating, 143 reviews

Tootsie’s Beachside Retreat-New Heated Pool

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Guest favorite
Home in St. Petersburg
4.89 out of 5 average rating, 146 reviews

NICE 1 BR/1 BA (+ 2BA W/D). 5 min DT, 10 beach!

WELCOME to this super nice 1 BR/ 1 (OR 2) BA home 5 min. N of DT and 10 to beach. Fully remodeled, nicely furnished, solid block guest home with dedicated off-street parking at your door, fast Wi-Fi, Smart TV's, kitchen, private patio with gas grill, in a quiet walkable neighborhood, 3 blocks to a park with an outdoor gym. ADD 2nd Bath w 8 Jet Jacuzzi soak tub, bidet, vanity, and Washer/Dryer ($25 per day, $25 cleaning per stay). OR ADD just Washer/Dryer access ($15 single use).

Top guest favorite
An open living room features a comfortable couch across from a wall-mounted smart TV. Bright walls enhance the space, with tropical-themed accents and a ceiling fan above. A spacious bedroom displays a queen bed with fresh linens, a mirrored closet, and large windows allowing natural light.
Home in Central Oak Park
4.96 out of 5 average rating, 198 reviews

Central location - mins to Downtown and Beaches

Rest assured, you’ll wake up close to all the excitement St. Petersburg has to offer! Perfect for solo travelers, couples, or small groups of friends and family, this cozy home is centrally located between downtown and the beaches—offering the ideal balance of fun and relaxation. 🚗 Quick Drive Times: • 8 min – Downtown St. Pete & The Pier • 12 min – St. Pete Beach • 25 min – Clearwater Beach • 25 min – Tampa & Airport Experience the best of St. Petersburg—scroll down to learn more!

Guest favorite
A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.
Home in St. Petersburg
4.88 out of 5 average rating, 147 reviews

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

Guest favorite
An outdoor lounging area is showcased, featuring a sectional sofa with neutral cushions arranged around a wooden coffee table. A flat-screen TV is mounted on a green wall, with a grill visible nearby. The pool and surrounding patio create an inviting space for relaxation.
Home in St. Petersburg
4.92 out of 5 average rating, 105 reviews

St Pete Retreat - Heated Salt water pool

Kick back and relax in this calm, stylish space. Enjoy cooking in our spacious updated kitchen or relax by the grill poolside with a glass of wine and some football on the outdoor tv. This 3bd (king, king, queen) and 1.5 bath+outdoor shower make this a retreat to sit back, relax and enjoy the Florida sun. Want to get out and see the town? St Pete Beach is only 3.5 miles away, downtown St Pete is only 15 min with Central Ave and Beach Drive full of cocktails, nightlife and live music.

Top guest favorite
A welcoming pathway made of slate leads to the intricately designed entrance of the home. Lush green grass and tropical plants frame the walkway, while ornamental lampposts stand beside the path. Trees provide shade, contributing to the serene atmosphere of the property.
Home in North Kenwood
4.95 out of 5 average rating, 104 reviews

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.

Guest favorite
A cozy sleeping area is characterized by a spacious bed layered with neutral-tone bedding and decorative pillows. Natural light enters through a window adorned with floral curtains. A round mirror is positioned above the headboard, reflecting the serene ambiance of the room.
Home in Seminole
4.93 out of 5 average rating, 119 reviews

Alextoria Retreat

Welcome to Seminole FL! A cozy 1 bedroom home that sleeps 4 conveniently. With a private yard to relax and bbq. Located near beaches, shopping and nightlife. Within minutes to dining and parks with playgrounds, fishing, walking/ jogging/ bike paths and serene views. A 9 minute (3.7 mile) drive to Madeira beach an 20 to 30 minutes to many other popular beaches. A 30 minute drive to Tampa (airport) A 22 minute drive to St Pete (airport) 30 min to downtown.

Guest favorite
A screened-in saltwater pool area is highlighted, featuring colorful pool floats and two blue lounge chairs. Natural light enters through large windows, and a door provides access to the adjacent living space. The bright walls reflect the sun, enhancing the cheerful atmosphere.
Home in St. Petersburg
4.94 out of 5 average rating, 143 reviews

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!

Find us on the 'gram! @creamsicledreamsicle ***This is NOT a party home*** Thanks for viewing our beloved Creamsicle Dreamsicle! Our home features 3 bedrooms, 1 bath, central AC, off street parking, and an in-ground, heated (for a fee) saltwater pool. We are 3 miles to St. Pete Beach and 4.5 miles to downtown St. Pete! Our home is located in a quiet, safe, small community with very little traffic. Welcome to Saint Petersburg!

Top guest favorite
The exterior of the duplex is showcased with a brick facade and a light blue roof. A small white door is centered under a decorative wall feature. Potted plants and a small bistro table with chairs sit on a grassy area, surrounded by trees.
Home in Gulfport
5 out of 5 average rating, 129 reviews

Peaceful Getaway Close to Amazing Beaches!

This property is nestled in a quiet neighborhood just a mile from the beautiful Gulfport Waterfront District. It’s the perfect place to get away and relax or work remotely! You’ll be minutes away from our awesome town of Gulfport, renowned beaches on the Gulf, gorgeous local parks and preserves, lots of artsy shopping spots, and dining options for every palette! This sanctuary is furnished with everything you might need!

Top guest favorite
A charming cottage exterior is showcased with a light green facade and a welcoming front porch. Two outdoor chairs are positioned to the sides of the entrance, flanked by tropical plants. The sky features a blend of warm colors during sunset, enhancing the peaceful ambiance.
Home in Gulfport
4.99 out of 5 average rating, 172 reviews

The Boho - 2BR Gulfport Waterfront District House

Boho inspired cottage in the heart of the Gulfport Waterfront District. Steps away from Gulfport beach, restaurants, and nightlife. Enjoy strolling along Beach Boulevard where you'll find local coffee shops, ice cream parlors, Gulfport brewery, and eclectic shops. Relax in the comfort of your backyard oasis or enjoy some fun in the sun with the best Gulfport has to offer right outside your back door.

Popular amenities for Gulfport house rentals

When is the best time to visit Gulfport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,238 GYDG$34,122 GYDG$36,634 GYDG$33,494 GYDG$29,726 GYDG$30,354 GYDG$29,935 GYDG$30,563 GYDG$28,260 GYDG$26,167 GYDG$28,889 GYDG$31,401 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Quick stats about house rentals in Gulfport

  • Total vacation rentals

    Explore 270 vacation rentals in Gulfport

  • Nightly prices starting at

    Gulfport vacation rentals start at G$2,093 GYD per night before taxes and fees

  • Verified guest reviews

    Over 9,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Gulfport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gulfport rentals

  • 4.8 Average rating

    Gulfport stays are highly rated by guests—averaging 4.8 out of 5!

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