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Gulfport Holiday Rentals

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50 rentals in Gulfport.
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Family and pet friendly beach cottage w/pool & grill in quaint seaside village, holiday rental in Gulfport

Family and pet friendly beach cottage w/pool & grill in quaint seaside village

2 bedrooms
3 bathrooms
Sleeps 5
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Your Personal Private Resort in Gulfport---this is one single family home, holiday rental in Gulfport

Your Personal Private Resort in Gulfport---this is one single family home

3 bedrooms
3 bathrooms
Sleeps 7
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Beach Breeze Bungalow In The Heart Of Gulfport's Historic Waterfront District, holiday rental in Gulfport

Beach Breeze Bungalow In The Heart Of Gulfport's Historic Waterfront District

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Charming Gulfport Guest Cottage, holiday rental in Gulfport

Charming Gulfport Guest Cottage

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Family & dog friendly just 2 mins to the beach & 1 block to village/Bike,Grill, holiday rental in Gulfport

Family & dog friendly just 2 mins to the beach & 1 block to village/Bike,Grill

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Gulfport's Marina District! Quiet, Clean, Comfortable, and Walkable to Downtown!, holiday rental in Gulfport

Gulfport's Marina District! Quiet, Clean, Comfortable, and Walkable to Downtown!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cute Cozy  relaxing House., holiday rental in Gulfport

Cute Cozy relaxing House.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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An old style vintage Florida home centrally located in the art district, holiday rental in Gulfport

An old style vintage Florida home centrally located in the art district

2 bedrooms
1 bathroom
Sleeps 4
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The Lovely Guesthouse, holiday rental in Gulfport

The Lovely Guesthouse

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gulfport Waterfront Mid-Century Modern Masterpiece, holiday rental in Gulfport

Gulfport Waterfront Mid-Century Modern Masterpiece

3 bedrooms
2 bathrooms
Sleeps 6
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SunKissed....POOL HOME, holiday rental in Gulfport

SunKissed....POOL HOME

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Beach House - Gulfport Beach, Florida - Weekly & Monthly Discounts, holiday rental in Gulfport

The Beach House - Gulfport Beach, Florida - Weekly & Monthly Discounts

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Gulfport Art District! One block from the beach, holiday rental in Gulfport

Gulfport Art District! One block from the beach

2 bedrooms
1 bathroom
Sleeps 4
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Dolphin House at Gulfport's Pier, holiday rental in Gulfport

Dolphin House at Gulfport's Pier

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Palm Cottage:Vintage Tropical Hideaway in the Waterfront District, holiday rental in Gulfport

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

2 bedrooms
1 bathroom
Sleeps 6
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Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District, holiday rental in Gulfport

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

1 bedroom
1 bathroom
Sleeps 4
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Resort Style Living, holiday rental in Gulfport

Resort Style Living

2 bedrooms
2 bathrooms
Sleeps 6
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5 Star private loft guesthouse near Gulfport beach, holiday rental in Gulfport

5 Star private loft guesthouse near Gulfport beach

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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NEW - Desirable Art District, holiday rental in Gulfport

NEW - Desirable Art District

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis, holiday rental in Gulfport

Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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5 Minuets to Downtown and St Petes Beach., holiday rental in Gulfport

5 Minuets to Downtown and St Petes Beach.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Cottage, Old-Florida Style!, holiday rental in Gulfport

Beach Cottage, Old-Florida Style!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District, holiday rental in Gulfport

The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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SunKissed....POOL HOME, holiday rental in Gulfport

SunKissed....POOL HOME

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tangerine Dream, Pet Friendly, Fenced Yard, holiday rental in Gulfport

Tangerine Dream, Pet Friendly, Fenced Yard

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Strickland's Calypso Beach House - Gulfport (St. Petersburg) FLORIDA, holiday rental in Gulfport

Strickland's Calypso Beach House - Gulfport (St. Petersburg) FLORIDA

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3/2 in Gulfport yard, Wifi, pets welcome  - Casa Sol, holiday rental in Gulfport

3/2 in Gulfport yard, Wifi, pets welcome - Casa Sol

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3 bedroom, 2 bath home with a pool and Florida room, near Gulfport Waterfront, holiday rental in Gulfport

3 bedroom, 2 bath home with a pool and Florida room, near Gulfport Waterfront

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House, holiday rental in Gulfport

Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Loft Guesthouse in the Heart of Gulfport, holiday rental in Gulfport

Private Loft Guesthouse in the Heart of Gulfport

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Room for rent in St. Petersburg, holiday rental in Gulfport

Room for rent in St. Petersburg

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fish Camp - Efficiency in Gulfport Waterfront District, holiday rental in Gulfport

Fish Camp - Efficiency in Gulfport Waterfront District

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Peace and Quiet in Gated Community on Boca Ciega Bay, holiday rental in Gulfport

Peace and Quiet in Gated Community on Boca Ciega Bay

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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STUDIO- Gulfport Art District - Steps to the beach!!, holiday rental in Gulfport

STUDIO- Gulfport Art District - Steps to the beach!!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Private and Gracious Florida Cottage, holiday rental in Gulfport

Private and Gracious Florida Cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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'Lovers Den' Your Hidden Private Gem, holiday rental in Gulfport

'Lovers Den' Your Hidden Private Gem

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stay at Beach Life St Pete - Family & Friends enjoy Magical Sunsets, holiday rental in Gulfport

Stay at Beach Life St Pete - Family & Friends enjoy Magical Sunsets

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pool home in Gulfport area, holiday rental in Gulfport

Pool home in Gulfport area

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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4 Miles to Beach & Downtown St. Pete!, holiday rental in Gulfport

4 Miles to Beach & Downtown St. Pete!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Your Hidden Private Gem 'La Playa Azul', holiday rental in Gulfport

Your Hidden Private Gem 'La Playa Azul'

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sweet Quiet House Close to Everything!!, holiday rental in Gulfport

Sweet Quiet House Close to Everything!!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Upscale St Petersburg Escape < ½ Mi to Central Ave, holiday rental in Gulfport

Upscale St Petersburg Escape < ½ Mi to Central Ave

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Pet Friendly Palms ~ 4 Miles to St Pete Beach, holiday rental in Gulfport

Cozy Pet Friendly Palms ~ 4 Miles to St Pete Beach

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! ‘Cozy Palms Oasis’ ~ 4 Miles to St Pete Beach, holiday rental in Gulfport

NEW! ‘Cozy Palms Oasis’ ~ 4 Miles to St Pete Beach

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Monthly Florida Retreat

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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NEW! Cozy Beach Apt. w/ Pool, 3 Mi to St. Pete!, holiday rental in Gulfport

NEW! Cozy Beach Apt. w/ Pool, 3 Mi to St. Pete!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! St. Petersburg Getaway w/ Yard: 3 Mi to Ocean, holiday rental in Gulfport

NEW! St. Petersburg Getaway w/ Yard: 3 Mi to Ocean

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Cozy Jungle Escape, <1 Mi to Gulfport Beach!, holiday rental in Gulfport

NEW! Cozy Jungle Escape, <1 Mi to Gulfport Beach!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Modern Getaway - 2 Mi to Dtwn St. Petersburg!, holiday rental in Gulfport

NEW! Modern Getaway - 2 Mi to Dtwn St. Petersburg!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Bright St. Petersburg Getaway, 6 Mi to Pier!, holiday rental in Gulfport

NEW! Bright St. Petersburg Getaway, 6 Mi to Pier!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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