Gulfport vacation rentals

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Top-rated vacation rentals in Gulfport

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

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Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 727 reviews

graceful haven...

This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)

Sep 28 – Oct 5

G$23,756 GYD per night

Guest favorite

Cottage in Gulfport

4.96 out of 5 average rating, 134 reviews

The Pelicans Roost / Gulfport

The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

Oct 30 – Nov 6

G$29,248 GYD per night

Guest favorite

Guesthouse in Gulfport

4.95 out of 5 average rating, 189 reviews

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Sep 25 – Oct 2

G$22,928 GYD per night

Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 449 reviews

Gulfport Studio STEPS to Beach & Restaurants

Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a corner lot STEPS from popular Beach Blvd & Gulfport beach, fishing pier, eclectic Gulfport shops, cafes and everything FUN! Gulfport has artsy and quirky shops, fabulous waterfront restaurants and a thriving art scene. Gulfport is a funky community all its own. Gulfport has an Art Walk on the First Friday and Third Saturday and a Tuesday market every week. Don’t miss it!

Jun 23 – 30

G$25,751 GYD per night

Superhost

Home in Gulfport

4.78 out of 5 average rating, 240 reviews

The Flamingo Flat

This is a charming freshly painted mid-century modern "Old Florida Coastal" home! Great location with off-street parking. Fully furnished covered porch with ceiling fans in very private partially fenced yard. Just a 1 mile walk or ride to Gulfport Beach and Arts District, and 3 miles to Sunset Beach on the pristine Gulf of Mexico. Two bedrooms (1 queen and 1 twin). People of ALL sizes, colors, beliefs, cultures, religions, sexes and backgrounds are welcome here as long they DO NOT SMOKE!

May 25 – Jun 1

G$17,273 GYD per night

Superhost

Guesthouse in Gulfport

4.83 out of 5 average rating, 103 reviews

Bamboo Carriage House

Welcome to Bamboo Carriage House originally built in 1920, a cute and comfortable guest house in the quaint and quirky village of Gulfport, Florida. Located just a short drive from downtown St. Pete and St. Pete beaches. The Bamboo Carriage house offers comfortable quarters in an eclectic "Old Florida"-style small town. Just 1.2 miles from Gulfport's waterfront district full of independent shops, restaurants, galleries. Convenient to the Gulf beaches, Downtown St. Pete and Tampa.

Jul 5 – 12

G$25,099 GYD per night

Guest favorite

Bungalow in Gulfport

4.96 out of 5 average rating, 150 reviews

Gulfport - St. Pete bungalow centrally located

Cozy and private apartment perfectly situated between St Pete Beaches, downtown St. Petersburg, and the quirky vibrant downtown Gulfport Arts District. This is a private apartment with 2 rooms, 1 bath, kitchenette, and patio. We live on the property in the other side of the Duplex, but your suite is completely private with your own entrance. Nature Park & bike trails: down the street! Downtown gulfport: 1mi / 3min St. Pete beach 4.6mi / 10min Downtown St Pete : 5mi / 10min

May 8 – 15

G$22,869 GYD per night

Guest favorite

Apartment in Gulfport

4.99 out of 5 average rating, 163 reviews

Studio- Gulfport Art District - 1 Block from Beach

Situated in the heart of Gulfport's Art and Waterfront District, this studio space is ideal for experiencing all Tampa Bay has to offer. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

Nov 28 – Dec 5

G$26,448 GYD per night

Guest favorite

Home in Gulfport

4.91 out of 5 average rating, 130 reviews

Gecko Cottage

Romantic little Cottage next to Downtown Gulfport. Here you will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is right next door. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

Jul 27 – Aug 3

G$19,572 GYD per night

Guest favorite

Home in Gulfport

4.89 out of 5 average rating, 116 reviews

The Brenda Ann/Pet Friendly/Walk to downtown!

The Brenda Ann Suite is a pet friendly Private 1 Bedroom bungalow located in the heart of Gulfport, FL. You will enjoy the waterfront views as well as being just steps away from the beach, pier, Veterans Memorial Park and all of the attractions that Gulfport has to offer. You'll enjoy parking your car and not needing it again because you'll stroll our red brick streets to dinner and drinks. A perfect way to end a sun filled day at the beach!

Sep 12 – 19

G$23,758 GYD per night

Guest favorite

Apartment in Gulfport

4.8 out of 5 average rating, 213 reviews

⭐STEPS to the Beach!! "The Nautical Escape"⭐

The "Nautical Escape" is located right in the heart of Gulfport's Waterfront District, just steps from the action on Shore Blvd and Beach Blvd! Spend the day soaking up the sun on the stunning white sand beach, meander through the funky local shops, check out the thriving art scene, or indulge in one of the many dining options Gulfport has to offer. Imagine...all these wonderful options of things to do, all right outside your front door!

Aug 17 – 24

G$27,174 GYD per night

Guest favorite

Guest suite in Gulfport

4.97 out of 5 average rating, 335 reviews

WATERFRONT SUITE WITH POOL

PLEASE READ THE LISTING and some reviews before booking, and ask questions...we love questions! . 'Like a private retreat on the water'. This is a Private Suite plus use of shared areas, pool, etc, IN A SHARED HOME, close to downtown Gulfport and convenient to all of Tampa Bay. Room 1 has a queen bed. Room 2, a double. The comfy bath features a ceiling fan and massage jets. The suite is all yours...not shared with other guests.

Jul 2 – 9

G$35,909 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Gulfport vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Gulfport's top sights

O'Maddy's Bar & Grille147 locals recommend

Gulfport Beach64 locals recommend

Pia's Trattoria131 locals recommend

City of Gulfport Municipal Marina4 locals recommend

Stella's77 locals recommend

Habana Café32 locals recommend

Other great vacation rentals in Gulfport

Superhost

Apartment in Gulfport

4.94 out of 5 average rating, 104 reviews

Bindy’s Bungalow

Nov 27 – Dec 4

G$27,845 GYD per night

Guest favorite

Cottage in Gulfport

4.97 out of 5 average rating, 64 reviews

Cozy Cottage for Lovers

Dec 3 – 10

G$23,062 GYD per night

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 26 reviews

AdorableTiny House

Sep 28 – Oct 5

G$20,224 GYD per night

Guest favorite

Guesthouse in Gulfport

5.0 out of 5 average rating, 64 reviews

Gulf Guesthouse - king bed, 3 blocks to downtown.

Jul 3 – 10

G$28,322 GYD per night

Guest favorite

Villa in Gulfport

5.0 out of 5 average rating, 16 reviews

Cozy funky duplex with KING bed

Dec 8 – 15

G$13,387 GYD per night

Guest favorite

Tiny home in Gulfport

5.0 out of 5 average rating, 11 reviews

Big Adventure in a Tiny House!!!

May 29 – Jun 5

G$26,369 GYD per night

Guest favorite

Apartment in Gulfport

4.89 out of 5 average rating, 89 reviews

Latitude 27 Marina Studio Apartment

Aug 19 – 26

G$20,163 GYD per night

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 97 reviews

Peaceful Getaway Close to Amazing Beaches!

Jun 26 – Jul 3

G$20,565 GYD per night

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Other great vacation rentals in Gulfport

Guest favorite

Home in Gulfport

4.88 out of 5 average rating, 43 reviews

The Gulfport Sand Dollar, Walk to the waterfront

Jun 6 – 13

G$21,926 GYD per night

Guest favorite

Guesthouse in Gulfport

5.0 out of 5 average rating, 11 reviews

Stylish Bungalow near beaches

Jul 24 – 31

G$24,135 GYD per night

Guest favorite

Apartment in Gulfport

5.0 out of 5 average rating, 63 reviews

Poe's Place: In The Heart of Gulfport Art District

Jun 9 – 16

G$26,286 GYD per night

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 22 reviews

The Driftwood - Pet Friendly

Jul 27 – Aug 3

G$30,872 GYD per night

Guest favorite

Home in Gulfport

4.98 out of 5 average rating, 49 reviews

Clinton Cottage by the Beach

Sep 22 – 29

G$34,483 GYD per night

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 13 reviews

Seas the Day - Beautiful Gulfport Home

Oct 18 – 25

G$26,769 GYD per night

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 11 reviews

Treetop Serenity Near Gulfport Beach.

Jul 17 – 24

G$29,831 GYD per night

Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 13 reviews

Charming Gulfport Bungalow

Oct 8 – 15

G$30,504 GYD per night

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Quick stats about vacation rentals in Gulfport

Total rentals	460 properties
Rentals with a pool	110 properties have a pool
Pet-friendly rentals	220 properties allow pets
Family-friendly rentals	280 properties are a good fit for families
Total number of reviews	20K reviews
Nightly prices starting at	G$2,090 GYD before taxes and fees

Frequently Asked Questions

Where should I stay in Gulfport?
Make yourself at home in Gulfport by choosing from our most frequently booked neighborhoods. We have over 2,380 vacation rentals in Bayview, over 1,800 vacation rentals in Childs Park, and over 1,800 vacation rentals in Pasadena Golf-Yacht Club.
Are there vacation rentals with a dedicated workspace in Gulfport?
Yes! Work meets play with ease at over 270 vacation rentals in Gulfport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Gulfport?
Four-legged friends are welcome in Gulfport. Choose from more than 220 vacation rentals for guests traveling with pets.
Are there Gulfport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 110 vacation homes with pools in Gulfport, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in guesthouse rentals in Gulfport?
Experience the best of Gulfport with our guesthouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Gulfport have a gym?
Absolutely! We offer over 10 house rentals with a gym in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Gulfport have wifi?
Absolutely! We offer over 30 condo rentals with wifi in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Gulfport have a bbq area?
Absolutely! We offer over 10 condo rentals with a bbq area in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gulfport have self check-in?
Absolutely! We offer over 100 house rentals with self check-in in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Gulfport?
Gulfport has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Gulfport vacation rentals

Top-rated vacation rentals in Gulfport

Vacation rentals for every style

Houses

Apartments

Cottages

Popular amenities for Gulfport vacation rentals

Stay near Gulfport's top sights

Other great vacation rentals in Gulfport

Apartment in Gulfport

Cottage in Gulfport

Home in Gulfport

Guesthouse in Gulfport

Villa in Gulfport

Tiny home in Gulfport

Apartment in Gulfport

Home in Gulfport

Other great vacation rentals in Gulfport

Home in Gulfport

Guesthouse in Gulfport

Apartment in Gulfport

Home in Gulfport

Home in Gulfport

Home in Gulfport

Home in Gulfport

Home in Gulfport

Quick stats about vacation rentals in Gulfport

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Where should I stay in Gulfport?

Are there vacation rentals with a dedicated workspace in Gulfport?

Are there pet-friendly vacation rentals in Gulfport?

Are there Gulfport vacation rentals on Airbnb with pools?

How much does it cost to stay in guesthouse rentals in Gulfport?

Do house rentals in Gulfport have a gym?

Do condo rentals in Gulfport have wifi?

Do condo rentals in Gulfport have a bbq area?

Do house rentals in Gulfport have self check-in?

Are there family-friendly apartment rentals in Gulfport?

Destinations to explore