Holiday rentals in Gulfport

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Top-rated holiday rentals in Gulfport

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

Guest favourite

Guest house in Gulfport

4.93 out of 5 average rating, 720 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)

16–23 Sep

$153 SGD per night
Guest favourite

Cottage in Gulfport

4.95 out of 5 average rating, 133 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...!

5–12 Jun

$158 SGD per night
Guest favourite

Guest house in Gulfport

4.95 out of 5 average rating, 186 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.

21–28 May

$209 SGD per night

Popular amenities for Gulfport holiday rentals

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 holiday rentals in Gulfport

Guest favourite

Home in Gulfport

5.0 out of 5 average rating, 10 reviews

Seas the Day - Beautiful Gulfport Home

23–30 Jun

$155 SGD per night
Guest favourite

Guest house in Gulfport

4.92 out of 5 average rating, 36 reviews

Avocado Oasis 10 mins to Beaches

30 Oct – 6 Nov

$122 SGD per night
Guest favourite

Flat in Gulfport

4.95 out of 5 average rating, 21 reviews

Charming Cottage near Beach Blvd

31 Oct – 7 Nov

$131 SGD per night
Guest favourite

Home in Gulfport

5.0 out of 5 average rating, 96 reviews

Peaceful Getaway Close to Amazing Beaches!

8–15 Jul

$145 SGD per night
Guest favourite

Home in Gulfport

5.0 out of 5 average rating, 9 reviews

Treetop Serenity Near Gulfport Beach.

12–19 Dec

$182 SGD per night
Guest favourite

Cottage in Gulfport

5.0 out of 5 average rating, 6 reviews

Gulfport Breezy Cottage - Outdoor living too!

21–28 May

$214 SGD per night
Guest favourite

Flat in Gulfport

4.89 out of 5 average rating, 88 reviews

Latitude 27 Marina Studio Apartment

25 Nov – 2 Dec

$126 SGD per night
Guest favourite

Tiny home in Gulfport

5.0 out of 5 average rating, 10 reviews

Big Adventure in a Tiny House!!!

26 Nov – 3 Dec

$175 SGD per night
Guest favourite

Home in Gulfport

4.98 out of 5 average rating, 45 reviews

Clinton Cottage by the Beach

30 Jun – 7 Jul

$208 SGD per night
Guest favourite

Home in Gulfport

4.97 out of 5 average rating, 34 reviews

Welcome to La Valencia!

13–20 Sep

$216 SGD per night
Guest favourite

Home in Gulfport

4.9 out of 5 average rating, 42 reviews

The Gulfport Sand Dollar, Walk to the waterfront

29 Jun – 6 Jul

$170 SGD per night
Guest favourite

Home in Gulfport

4.93 out of 5 average rating, 41 reviews

Quaint Gulfport Beach Bungalow

7–14 Jul

$171 SGD per night

Quick stats about holiday rentals in Gulfport

Total rentals

460 properties

Rentals with a pool

110 properties have a pool

Pet-friendly rentals

210 properties allow pets

Family-friendly rentals

280 properties are a good fit for families

Total number of reviews

18K reviews

Nightly prices starting at

$13 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Gulfport