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.

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

$301 nightly

Nov 10 - Nov 11

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

$586 nightly

Nov 10 - Nov 11

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

$108 nightly

Nov 11 - Nov 12

Total with taxes and fees

A beach with clear water, waves, and people enjoying the shore.

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

St. Petersburg

melody

$120 nightly

Nov 10 - Nov 11

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

$266 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

6. Sunset Vistas Two Bedroom Beachfront Suites

Sunshine Beach

Shelby

$165 nightly

Nov 29 - Nov 30

Total with taxes and fees

A two-story hotel with a balcony on the upper floor, a stop sign, and a parking area.

7. John's Pass Hotel

Madeira Beach

Luis

$109 nightly

Dec 10 - Dec 11

Total with taxes and fees

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

8. FUSION Resort Waterfront Suites

Treasure Island

Andrew

$209 nightly

Nov 10 - Nov 11

Total with taxes and fees

A beach with numerous white tents and a sandy beach.

9. Surf Beach Treasure Island Resort

Treasure Island

Tobias

$303 nightly

Dec 7 - Dec 8

Total with taxes and fees

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

10. South Beach on Treasure Island Oceanfront Resort

Sunshine Beach

Allison

$244 nightly

Dec 6 - Dec 7

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

$131 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

12. Provident Oceana Beachfront Suites

Treasure Island

Oleksiy

$160 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

13. Westwinds Waterfront Resort

Treasure Island

Timothy Face

$230 nightly

Nov 15 - Nov 16

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.

14. The Fold Hotels Indian Shores

Indian Shores

Karen

$146 nightly

Dec 9 - Dec 10

Total with taxes and fees

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

15. Barefoot Beach Resort

Indian Shores

HANNAH

$120 nightly

Dec 10 - Dec 11

Total with taxes and fees

A balcony with a view of a beach and ocean.

16. Treasure Island Beachfront Condo

Treasure Island

Anonymous traveler

$326 nightly

Nov 10 - Nov 11

Total with taxes and fees

A hotel with a pool area, palm trees, and a view of the ocean.

17. Pelican Pointe Clearwater Beach Hotel

Clearwater Beach

Daniel

$134 nightly

Dec 2 - Dec 3

Total with taxes and fees

A balcony with a glass table and chairs, overlooking a body of water with a distant shoreline.

18. Amazing waterfront condominium at Boca Ciega Resort

St. Petersburg

Leslie H.

$222 nightly

Nov 10 - Nov 11

Total with taxes and fees

A beach with thatched umbrellas and lounge chairs, a sandy shore, and a sunset in the background.

19. Sailport Waterfront Suites

Rocky Point

Paula A

$124 nightly

Nov 24 - Nov 25

Total with taxes and fees

A wide beach with clear turquoise water, a long stretch of sandy shore, and a few buildings in the background.

20. Beachfront condo on the Gulf of Mexico

Belle Vista

Jana K.

$346 nightly

Nov 10 - Nov 11

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

A spacious lobby with a large white sofa, several armchairs, a coffee table, and a patterned rug. There are multiple doors leading outside, and a potted plant is visible.

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

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 restaurant with wooden ceiling and walls, hanging pendant lights, and a long wooden bar.

Hollander Boutique Hotel

Downtown St. Petersburg

10/10 Excellent

Paul

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 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 modern kitchen with a large island, white cabinetry, and a view of the beach.

Ocean Club Treasure Island Hotel

Sunshine Beach

10/10 Excellent

Kimberly

A poolside area with lounge chairs, a fire pit, and outdoor seating.

Hyatt House Tampa Airport Westshore

Westshore

10/10 Excellent

Madison

A modern bar area with a long counter, bar stools, and a large window offering a view of the outdoors.

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

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

Wyndham Grand Clearwater Beach

Clearwater Beach

10/10 Excellent

Ernesto

A hotel entrance with a blue-lit facade, a covered walkway, and a palm tree.

Holiday Inn Express St. Petersburg North (I-275) by IHG

Lealman

10/10 Excellent

James

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 a central courtyard, palm trees, and a well-lit entrance.

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Downtown Dunedin

10/10 Excellent

Gary

An outdoor seating area with fire pits and lounge chairs, a stone wall, and a view of the interior through large windows.

Home2 Suites By Hilton Clearwater St. Petersburg Ulmerton Rd

Clearwater

10/10 Excellent

Kostandin

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 $122 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. Sunset Vistas Two Bedroom Beachfront Suites

7. John's Pass Hotel

8. FUSION Resort Waterfront Suites

9. Surf Beach Treasure Island Resort

10. South Beach on Treasure Island Oceanfront Resort

11. Crystal Palms Beach Resort

12. Provident Oceana Beachfront Suites

13. Westwinds Waterfront Resort

14. The Fold Hotels Indian Shores

15. Barefoot Beach Resort

16. Treasure Island Beachfront Condo

17. Pelican Pointe Clearwater Beach Hotel

18. Amazing waterfront condominium at Boca Ciega Resort

19. Sailport Waterfront Suites

20. Beachfront condo on the Gulf of Mexico

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