Gulfport Vacation Rentals

(14 rentals)
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The Peaceful Parrot in Gulfport - 2BR/2BA pet-friendly Gulfport

$99

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed

About this property

Living SpacesAs you enter the front door, you’ll find yourself immediately in the comfortable and spacious living room, furnished in the soothing colors of sand and sea. Drop into one of the cozy armchairs or curl up on the sofa to stream your favorite show, movie, or anticipated sporting event ...

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Property Type

Gulfport House

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Mediterranean Style Mansion, Pool, Close To Beach, $89/night last minute special

4 BR | 4 BA | Sleeps 16 | Quick View

3

Distance to beach: 3 miles to St Pete Beach

$190

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pets allowed
  • Private pool
  • Rentals by owner

About this property

Please note that our $93 per night last minute rate only applies to stays starting from now to January 15. We also are offering special discounts on all stays after that through April 4. We are also offering 30% off our published rates for early payment on any stays starting after April 4. Let us know ...

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Property Type

Gulfport House

"Excellent price, great location, Would book again."
Reviewed May 5, 2021

Great location, took 5-10 minutes to get to the beach. I recommend Pass-a-Grille Beach, absolutely beautiful. Pool was fantastic and clean. Fenced in backyard was great fr the pups. Plenty of room in ...

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The Pineapple House - 3BR/2BA with washer & dryer!

$212

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

The Pineapple HouseEnjoy Gulfport's quaint & updated Pineapple House, just a few houses down from the main st in Gulfport: Beach Avenue. Walk to many of Gulfport's finest restaurants and adorable shoppes. There is so much to do with a close by park, a pier, a library and Gulfport's own beach!The ...

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Property Type

Gulfport House

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The Sand Dollar Historic Charm

$129

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed

About this property

Classic charm meets modern beach breeziness at The Sand Dollar, a chic, second-story 1BR/1.5BA apartment in the heart of Gulfport’s vibrant Waterfront District.With a parlor-style living space and private, tropical patio, there’s no shortage of spaces to relax. And you’ll do so in ...

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Property Type

Gulfport House

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Flamingo Cottage Tropical Retreat

$103

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed

About this property

From the moment you step into this cheerful, tropical 1BR, 1BA getaway, you’ll be whisked away from the hustle and bustle of the everyday. Leave chilly mornings and hum-drum afternoons behind for a romantic retreat in balmy Gulfport, where the charms of Old Florida meet world-class dining, art, ...

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Property Type

Gulfport Cottage

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3/2 in Gulfport, fenced yard, pets welcome!

$202

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pets allowed

About this property

Welcome home to a spacious retreat in Gulfport. Mere blocks to the unique restaurants and shops of Gulfport Arts District and short drives to downtown St Pete and St Pete Beach, this home is in a prime location.This three bedroom, two full bathroom house comes with everything you'll need for your ...

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Property Type

Gulfport House

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Tyn & Marty's Waterfront District

$93

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed

About this property

Laidback charm and the simplicity of life at the beach are what you’ll find at Tyn & Marty’s Beach Cottage, located in Gulfport’s Waterfront District. With 2 queen-size bedrooms, 1 bath, a deck overlooking its spacious yard, and an Old Florida vibe that feels like childhood summers, ...

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Property Type

Gulfport Cottage

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Harbor Mist Marina District

2 BR | 1 BA | Sleeps 5 | Quick View

$148

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed

About this property

Bright, clean, and thoughtfully appointed, Harbor Mist brings new meaning to home-away-from-home. This Gulfport gem is tucked in one of the town’s friendliest neighborhoods—home to smiling locals who gather and relax at the marina just down the street. Bring your pup along and you’re ...

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Property Type

Gulfport House

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2 Bedroom WINE CELLAR THEMED, 5 Star Beach House

2 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Gulfport Beach

$171

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront

About this property

To book this property please go toThe Wine Cellar is a 2 bdrm 1 bath luxury home designed to immerse the guest in a Tuscany style vacation on the beach. Conveniently located 1 block from the Gulfport’s Main Shopping district & 4 short blocks from a white sand beach. Boasting a bar for 2, ...

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Property Type

Gulfport House

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Fish Camp Intimate Hideaway

1 BR | 1 BA | Sleeps 2 | Quick View

2

$109

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed
  • Rentals by owner

About this property

Unwind amidst lush tropical greenery at Fish Camp, a charming 1BR/1BA ideal for your next sweethearts’ getaway. Soak up Florida sunshine, or curl up with a good book and a glass of lemonade. Stroll around Gulfport and visit local art galleries and restaurants, or plan a day in the waves of Boca ...

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Property Type

Gulfport House

"Perfect Sweet Cottage"
Reviewed October 12, 2021

Every amenity you’ll need is available in this pretty little apartment, including a big screened lanai for late night drinks and conversation. A block from Gulfport beach and a few from restaurants and ...

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Peach Hideaway 3/2 Pool

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to Gulfport Beach

$302

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed
  • Private pool

About this property

Peach Hideaway is a 3BR/2BA, pet-friendly beauty in Gulfport, featuring a brand-new, heated swimming pool that’s a big hit with guests.Walk to Gulfport’s beaches, restaurants, pier, and more, then come back to your bug-free pool with a screen enclosure. Nighttime lights and pool heating ...

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Property Type

Gulfport House

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Dolphin House Gulfport Charmer

3 BR | 2 BA | Sleeps 8 | Quick View

1

$213

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed

About this property

We can’t explain why guests say they relax the minute they enter Dolphin House.Maybe it’s because the cheerful coastal vibe reminds them that they’ve finally made their escape to the beach. Or because comfortable furnishings and sun-filled spaces make this rental truly feel like ...

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Property Type

Gulfport House

"Great House near waterfront in Gulfport"
Reviewed March 31, 2021

Fully equipped home in Gulfport a few blocks from the water. Great host who is very responsive. Nice back porch for outdoor dining. Good water pressure for showers. Very pet friendly. Nice layout of space ...

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Bayou Beach House

2 BR | 1 BA | Sleeps 6 | Quick View

1

$128

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed

About this property

A grassy green yard where the sun shines and the trees sway. A screened-in porch to feel the breeze, and two living areas to gather and make vacation memories. Dreamy design with bright hues and charming coastal accents.Could it get any better? Actually, it can—Bayou Beach House is tucked in ...

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Property Type

Gulfport House

"Great small town feel"
Reviewed March 31, 2021

This house has everything you need for an extended stay. Plus it is decorated in a beach theme which really makes you feel like you're on vacation. This was our first visit to Gulfport and we can't wait ...

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Palm Cottage Tropical Hideaway

$148

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pets allowed

About this property

Just like the town of Gulfport itself, Palm Cottage blends the beloved charm of Old Florida with modern comfort and convenience. Follow the brick pathway past lush gardens and palms to the front porch of this 2BR, 1BA rental—a vintage-inspired hideaway complete with original pecan wood floors and ...

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Property Type

Gulfport House

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Gulfport Vacation Rentals


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