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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Jacuzzi or hot tub
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DVD player
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Cot available
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Boat available
Linen provided
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Staffed property
Housekeeping Included

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Pets allowed
Parking
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Children under 5

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Beach or lakeside relaxation
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Golf course on site or within 15 min walk
Golf within 30mins drive
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1,726 house rentals

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The Lovely Guesthouse

Gulfport house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$115

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

Gulfport cottage

1 bedroom
1 bathroom

sleeps 4

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$114

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Gulfport house

2 bedrooms
1 bathroom

sleeps 6

“Palm Cottage” Exceeded our expectations! Absolutely the perfect location. Palm Cottage was adorable, clean, well stocked with supplies, and sooo relaxing. Restaurants and beach an easy walk on brick streets. So much charm. Will definitely be back.

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$160

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

3 bedrooms
2 bathrooms

sleeps 6

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$367

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

Gulfport apartment

1 bedroom
2 bathrooms

sleeps 4

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$126

Dolphin House at Gulfport's Pier

Gulfport house

3 bedrooms
2 bathrooms

sleeps 8

“Great time at Dolphin House” We went to Florida for my brother's wedding and needed to find a place to stay that would accommodate 7 people (2 kids included) and this was perfect. The bedrooms were a great size; very clean; the house is laid out nicely so that you are not all grouped together. There are two living rooms with TVs which helped our family so we weren't on top of each other the entire trip. We went over 4th of July weekend and the location ended up being perfect. We walked 2 mins down to the beach and watched an amazing fireworks display! It was also a close drive to St. Pete beach where my brother was staying. Overall, great experience.

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$201

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

Gulfport house

3 bedrooms
2 bathrooms

sleeps 8

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$229

Beach Cottage, Old-Florida Style!

Gulfport cottage

2 bedrooms
1 bathroom

sleeps 6

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$103

Fish Camp - Efficiency in Gulfport Waterfront District

Gulfport apartment

1 bedroom
1 bathroom

sleeps 4

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$92

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

1 bedroom
1 bathroom

sleeps 4

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$77

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

Gulfport house

2 bedrooms
1 bathroom

sleeps 6

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$149

SunKissed in St Pete - 3 BR Home w/Heated Pool Near the Beach |Book 30 Nights or

Gulfport house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 47 minutes

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$174

Relax Sunbathe at Vibrant Gulfport Getaway w/Private Saltwater Pool Large Yard

Gulfport house

3 bedrooms
2 bathrooms

sleeps 6

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$315

Great rentals within 20 miles that match your search

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$487

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 10

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$516

Charming Fully Furnished 3 Bedroom Townhouse

Clearwater townhouse

3 bedrooms
2 bathrooms

sleeps 5

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$194

1BR Pool View Condo in Clearwater Florida

Clearwater condo

1 bedroom
1 bathroom

sleeps 4

“Outstanding as usual.” Second year staying at the Avalon. Great location! About 5 miles to the beach one way, and about 6.5 the other way. Everything needed is within walking distance. Pool is great if the beach isn't your thing. Excellent workout room.

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$103

Charming 1 Bedroom Condo on Gulf of Mexico Beach

Indian Shores condo

1 bedroom
1 bathroom

sleeps 4

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$287

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

2 bedrooms
2 bathrooms

sleeps 4

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$115

Amazing Sunset over Clearwater Beach

Clearwater condo

2 bedrooms
2 bathrooms

sleeps 4

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$229

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

3 bedrooms
2 bathrooms

sleeps 8

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$344

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

1 bedroom
1 bathroom

sleeps 4

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$92

440 West Condos 508-S Gulf Front Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$480

Surfside Condos 303 Beachfront Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 50 minutes

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$1,227

Intercoastal 209 Water View from this Charming Condo

Indian Shores apartment

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 50 minutes

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$5,190

Mandalay Beach Club 603-P Beachfront Condo - One Month Minimum

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$355

Regatta Beach Club C1009 '90 day min stay with 2 week lead time'

Clearwater apartment

2 bedrooms
1 bathroom

sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$118

Dunedin Garden Cottage Quiet Roof Terrace | Walk to Downtown Dunedin

Dunedin bungalow

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$329

440 West Condos 1408-N Gulf Front Condo with amazing views

Clearwater apartment

1 bedroom
2 bathrooms

sleeps 2

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$179

Bay Harbor 302 Radiant Water View of the Bay

Clearwater apartment

3 bedrooms
3 bathrooms

sleeps 8

“Great location, great condo, great price!” My family loved staying at bay harbor 302! The location was perfect, only a short 3-4 min walk to the pristine beaches. The condo was impeccable and much bigger than the pictures suggest. I cooked a lot of meals there and never did I lack anything I needed. The cooking skillets could have used an upgrade but they did the job. The bathrooms and kitchen were very up to date and clean. The bedrooms were a great size. The view from the balcony was wonderful and there was always a breeze when enjoying morning coffee or after dinner drinks. There were so many amazing restaurants within walking distance as well as great "touristy" shops. The reserved parking was great and we felt secure with having a gate at the entrance which required a code, The lobby door requiring a code, and a code for our condo door. Clearwater Beach Rentals were very accommodating and when we asked if we could check in a few hours early they made it happen. Everyone was very kind and we definitely plan on booking through them again. All in all our stay was wonderful!

Responds fast! avg. 50 minutes

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Price per night from

$221