A beach with a sign reading "Welcome to Gulfport" and palm trees.

Gulfport Vacation Rentals

Q: What are some of the best vacation home rentals that Gulfport has to offer?

Gulf Strand Resort : This vacation home rental near Gulfport is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a terrace, a library, and a hot tub so you can immerse yourself in your vacation.

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Dates

November 2026

December 2026

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Our top choices for Gulfport vacation rentals

A living room with a ceiling fan, a sofa, a chair, a lamp, and a bookshelf.

1. Zen House close to Gulfport downtown & Clam Bayou

Gulfport

Michelle

$308 nightly

Nov 14 - Nov 15

Total with taxes and fees

A two-story house with a front porch, palm trees, and a driveway.

2. Gulfport Getaway with Tropical Outdoor Space

Gulfport

$602 nightly

Nov 12 - Nov 13

Total with taxes and fees

An outdoor patio with a dining table, chairs, and a sofa.

3. Mint House St. Petersburg Downtown by Kasa

Downtown St. Petersburg

Anonymous traveler

$99 nightly

Nov 17 - Nov 18

Total with taxes and fees

A residential house with a front yard, a driveway, and a variety of plants.

4. Beachy private suite & bathroom w/ patio close to beach & Downtown

St. Petersburg

melody

$123 nightly

Nov 12 - Nov 13

Total with taxes and fees

A balcony with wicker chairs, a table, and a potted plant, overlooking a beach with blue umbrellas.

5. Beach House Suites by the Don CeSar

Belle Vista

Michael

$271 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel room with a bed, a chair, a lamp, and a window with curtains.

6. John's Pass Hotel

Madeira Beach

Luis

$115 nightly

Nov 17 - Nov 18

Total with taxes and fees

A hotel courtyard with a central fountain, palm trees, and a multi-story building with balconies.

7. Sunset Vistas Two Bedroom Beachfront Suites

Sunshine Beach

Shelby

$173 nightly

Nov 18 - Nov 19

Total with taxes and fees

A beach with a curved pathway, palm trees, and a view of the ocean.

8. Surf Beach Treasure Island Resort

Treasure Island

Tobias

$307 nightly

Dec 8 - Dec 9

Total with taxes and fees

A hotel with a pool, waterfront view, and beach access.

9. Westwinds Waterfront Resort

Treasure Island

Timothy Face

$208 nightly

Nov 15 - Nov 16

Total with taxes and fees

A dining table with a birthday cake, champagne, and a scenic waterfront view.

10. FUSION Resort Waterfront Suites

Treasure Island

Andrew

$209 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with a large bed, a nightstand, a chair, and a view of the ocean.

11. Crystal Palms Beach Resort

Sunshine Beach

Joe

$134 nightly

Nov 18 - Nov 19

Total with taxes and fees

A waterfront property with a paved walkway, benches, palm trees, and a white fence.

12. Barefoot Beach Resort

Indian Shores

HANNAH

$132 nightly

Nov 30 - Dec 1

Total with taxes and fees

A modern living room with a sofa, armchair, and TV stand, large windows with a view, and ceiling fans.

13. Provident Oceana Beachfront Suites

Treasure Island

Oleksiy

$169 nightly

Nov 12 - Nov 13

Total with taxes and fees

A balcony with a view of the beach, a table, a chair, and a decorative pillow.

14. South Beach on Treasure Island Oceanfront Resort

Sunshine Beach

Allison

$257 nightly

Nov 24 - Nov 25

Total with taxes and fees

A wooden dock with a fire feature and a 'Please be safe' sign, overlooking a lake with a building in the background.

15. The Fold Hotels Indian Shores

Indian Shores

Karen

$145 nightly

Dec 10 - Dec 11

Total with taxes and fees

A room with a large window overlooking a beach, a white air conditioning unit, and a view of the ocean.

16. Beachfront Studio in Treasure Island

Treasure Island

Nancy H.

$336 nightly

Nov 12 - Nov 13

Total with taxes and fees

A patio with outdoor furniture, a table with a bottle and glass, and a covered seating area.

17. Cozy Beach Bungalow Pass-a-Grille Beach

Pass-a-Grille

Tara N.

$232 nightly

Nov 18 - Nov 19

Total with taxes and fees

A hotel with a pool, palm trees, and a modern building in the background.

18. Pelican Pointe Clearwater Beach Hotel

Clearwater Beach

Daniel

$135 nightly

Dec 2 - Dec 3

Total with taxes and fees

A beach view from a balcony with a pool, lounge chairs, and umbrellas.

19. Beachfront condo on the Gulf of Mexico

Belle Vista

Jana K.

$355 nightly

Nov 12 - Nov 13

Total with taxes and fees

A paved walkway with palm trees, a beach, and a clear sky.

20. Sailport Waterfront Suites

Rocky Point

Paula A

$126 nightly

Nov 25 - Nov 26

Total with taxes and fees

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Find vacation rentals that suit your style

Top Gulfport Hotel Reviews

A covered outdoor dining area with wooden tables and chairs, ceiling fans, and potted plants.

Peninsula Bed & Cocktails

Gulfport

10/10 Excellent

Carey

Two red upholstered chairs with wooden frames and a small table with a radio between them, in front of a large window with a view of greenery.

Crystal Bay Historic Hotel

La Vista

10/10 Excellent

This hotel definately exceeded our expectations. Even though it is an old building (built in the early 1900s), the staff is very proud of its heritage and previous famous guests. They have done an outstanding job renovating and upkeeping this place. The hotel areas and rooms were impecably clean and the ambiance was from an old high vintage high class hotel. But the most noteworthy thing was their outstanding customer service. They treated us like family from the moment we checked in up to a...

Luis

A multi-story hotel with a modern design, featuring a prominent 'TRU by Hilton' sign, large windows, and a well-lit facade.

Tru By Hilton St. Petersburg Downtown Central Ave, FL

Downtown St. Petersburg

10/10 Excellent

Dianne

An outdoor lounge area with wicker furniture, a large chandelier, and a view of the cityscape.

Avalon Hotel Downtown St. Petersburg

Downtown St. Petersburg

10/10 Excellent

Salvatore

A hotel with multiple floors, a covered entrance, and palm trees in the foreground.

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

St. Petersburg

10/10 Excellent

Agustin

A pool area with lounge chairs and umbrellas, a beach with umbrellas and sun loungers, and a flag.

Plaza Beach Hotel Beachfront Resort

St. Pete Beach

10/10 Excellent

Jonathan

An outdoor patio with wicker furniture, white columns, and a view of the sea.

Residence Inn by Marriott St. Petersburg Tierra Verde

Tierra Verde

10/10 Excellent

Daniel

A modern lounge area with seating, a telephone booth, and a wall with patterned decorations.

Hollander Boutique Hotel

Downtown St. Petersburg

10/10 Excellent

Paul

A modern living room with a sofa, armchairs, a coffee table, and a TV.

SkyBeach Resort

Greater Pinellas Point

10/10 Excellent

James

A pool with blue lounge chairs and a view of the water.

Courtyard St. Petersburg Clearwater/Madeira Beach

Madeira Beach

10/10 Excellent

Anonymous traveler

A wooden deck with lounge chairs and a thatched umbrella, overlooking calm water with boats and houses in the background.

Bay Palms Waterfront Resort - Hotel and Marina

Belle Vista

10/10 Excellent

Jean

A pool area with glass barriers, lounge chairs, and pink umbrellas.

The Saint Hotel

St. Pete Beach

10/10 Excellent

When my grandma and I first came we were greeted when we went to check in with free drinks and then room service always ensured we had water. Property has free taxi rides that work on tips. Bikes, beach chairs, beach loungers, umbrella. I think the only thing I wish the hotel had would be more food options at 82 degrees restaurant other than that the staff was super friendly and we would definitely stay here again and recommend this place to our family and friends.

Leyla

An aerial view of a hotel with multiple swimming pools, palm trees, and a parking lot.

The Beachcomber

St. Pete Beach

10/10 Excellent

Diane

Find out more about Gulfport

Everything you need to know about Gulfport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gulfport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gulfport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gulfport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gulfport. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Gulfport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $112 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gulfport rentals

At Expedia, we put the best Gulfport vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Gulfport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gulfport vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gulfport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Gulfport?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Gulfport, or you can choose a more remote option if you want a relaxing place to stay. Visitors to Gulfport speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the live music and art during your trip.

What are some of the best vacation home rentals that Gulfport has to offer?

Gulf Strand Resort: This vacation home rental near Gulfport is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a terrace, a library, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Gulfport?

Choose from 24 Expedia vacation rentals in Gulfport for a memorable vacation.

What’s there to see and do in Gulfport?

Cultural attractions include Island Community Theatre, whereas Gulfport Beach is a spot to enjoy nature. Gulfport Casino and Gulfport Tuesday Fresh Market are other places to visit while you're in town.

What’s a vacation rental in Gulfport like?

A vacation rental is a private property you can stay in for a couple of days or more in Gulfport. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

Gulfport Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Gulfport vacation rentals

1. Zen House close to Gulfport downtown & Clam Bayou

2. Gulfport Getaway with Tropical Outdoor Space

3. Mint House St. Petersburg Downtown by Kasa

4. Beachy private suite & bathroom w/ patio close to beach & Downtown

5. Beach House Suites by the Don CeSar

6. John's Pass Hotel

7. Sunset Vistas Two Bedroom Beachfront Suites

8. Surf Beach Treasure Island Resort

9. Westwinds Waterfront Resort

10. FUSION Resort Waterfront Suites

11. Crystal Palms Beach Resort

12. Barefoot Beach Resort

13. Provident Oceana Beachfront Suites

14. South Beach on Treasure Island Oceanfront Resort

15. The Fold Hotels Indian Shores

16. Beachfront Studio in Treasure Island

17. Cozy Beach Bungalow Pass-a-Grille Beach

18. Pelican Pointe Clearwater Beach Hotel

19. Beachfront condo on the Gulf of Mexico

20. Sailport Waterfront Suites

Find vacation rentals that suit your style

Top Gulfport Hotel Reviews

Peninsula Bed & Cocktails

10/10 Excellent

Find out more about Gulfport

Everything you need to know about Gulfport vacation rentals

Gulfport vacation rentals: An excellent choice for every season

How to find incredible deals on Gulfport rentals

Frequently Asked Questions

Are there vacation rentals in Gulfport?

What are some of the best vacation home rentals that Gulfport has to offer?

How many vacation rentals are there in Gulfport?

What’s there to see and do in Gulfport?

What’s a vacation rental in Gulfport like?

Explore a world of travel with Expedia