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  • Family and dog friendly beach cottage w/pool & grill in quaint seaside village
    From $301 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    ***Just a note*** We only accept well-behaved, non-aggressive breeds. There is an additional Pet Fee, which you will be ...

    From $301 per night (USD)

    VRBO

    Details
  • Gorgeous 2 story Gulfport original Sears home
    From $208 per night (USD)

    Expedia

    Gorgeous 2 story Gulfport original Sears home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    This house is truly special, it has been completely renovated with a gorgeous upstairs master suite with a queen sized b ...

    From $208 per night (USD)

    Expedia

    Details
  • Jason's Beach House, Steps from Gulfport Beach, FL
    From $230 per night (USD)

    VRBO

    Jason's Beach House, Steps from Gulfport Beach, FL

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The Beach House is a luxury home designed to immerse the guest in a Key West-style vacation. Conveniently located 1 bloc ...

    From $230 per night (USD)

    VRBO

    Details
  • Gulfport 1BR-Semi-Private Beach
    From $126 per night (USD)

    Expedia

    Gulfport 1BR-Semi-Private Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: This rustic waterview 1BR space features a semi-private beach on Boca Ciega Bay (shared with guests in adjacent ...

    From $126 per night (USD)

    Expedia

    Details
  • THE LOVELY GUESTHOUSE
    From $144 per night (USD)

    VRBO

    THE LOVELY GUESTHOUSE

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Lovely Spanish style home with attached guesthouse. French doors welcome you. The floors are tiled. Flat screen TV ...

    From $144 per night (USD)

    VRBO

    Details
  • Great location: Restaurants, Shops, Kayak launch, Pinellas Bike trail, and Beach
    From $240 per night (USD)

    VRBO

    Great location: Restaurants, Shops, Kayak launch, Pinellas Bike trail, and Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our space is bright and cheerful. We are in the heart of a very eclectic and cool neighborhood that is walking distance ...

    From $240 per night (USD)

    VRBO

    Details
  • Dolphin House Charmer Yard Near Waterfront
    From $277 per night (USD)

    VRBO

    Dolphin House Charmer Yard Near Waterfront

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Cheerful coastal vibe, two living areas and bedrooms and bathrooms split with 2/1 in the front and 1/1 in the back. Larg ...

    From $277 per night (USD)

    VRBO

    Details
  • Resort area with Beach & Marina
    From $581 per night (USD)

    Expedia

    Resort area with Beach & Marina

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Unwind and escape on your next vacation or staycation. Do you appreciate nature’s peace and the birds chirping? Do ...

    From $581 per night (USD)

    Expedia

    Details
  • 4 Stars at the Beach!
    From $153 per night (USD)

    VRBO

    4 Stars at the Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Convenient 1st floor condominium just steps from the waterfront pool , spa and private beach located on beautiful Boca C ...

    From $153 per night (USD)

    VRBO

    Details
  • Gulfport Art's District Home, 3 blocks from downtown Gulfport
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    Expedia

    Gulfport Art's District Home, 3 blocks from downtown Gulfport

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Completely renovated home located 3 blocks from the historic downtown of waterfront Gulfport. Convenient to many attrac ...

    Click For Pricing

    Expedia

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  • Great home, better location
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    VRBO

    Great home, better location

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Groovy 2 story home with private balcony overlooking pool/spa. Upstairs master suite with extra large bath/ dressing roo ...

    Click For Pricing

    VRBO

    Details
  • Long Term 5/1-12/31 Spectacular View, Private Beach,Kayak, Dolphins.Flex dates
    From $121 per night (USD)

    Expedia

    Long Term 5/1-12/31 Spectacular View, Private Beach,Kayak, Dolphins.Flex dates

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Maximum occupancy of 2 adults. One of the nicest villas available for rent in Bermuda Bay Beach and Tennis Resort! A d ...

    From $121 per night (USD)

    Expedia

    Details
  • Historic Waterfront District- Gulfport Florida, includes pool, grill and bikes!
    From $264 per night (USD)

    VRBO

    Historic Waterfront District- Gulfport Florida, includes pool, grill and bikes!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This 1938 art deco DUPLEX home was purchased in June of 2012 by Jimmy Brattain, owner of Design Works and has been under ...

    From $264 per night (USD)

    VRBO

    Details
  • Nautilius Cottage , Bermuda Bay Beach Club , Saint Petersburg , Florida
    From $80 per night (USD)

    VRBO

    Nautilius Cottage , Bermuda Bay Beach Club , Saint Petersburg , Florida

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bermuda Bay Beach and Racquet Club is a beautiful private condominium complex on a Private Beach! Vacation Condominiums ...

    From $80 per night (USD)

    VRBO

    Details
  • Vacation Cottage at Bermuda Bay Beach Club,Florida
    From $130 per night (USD)

    VRBO

    Vacation Cottage at Bermuda Bay Beach Club,Florida

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bermuda Bay Beach and Racquet Club is a beautiful private condominium complex on a Private Beach! Vacation Condominiums ...

    From $130 per night (USD)

    VRBO

    Details
  • Stunning Brand New Modern Coastal Home in the heart of Gulfport
    From $356 per night (USD)

    Expedia

    Stunning Brand New Modern Coastal Home in the heart of Gulfport

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Coastal luxury meets Gulfport charm in this stunning new construction elevated home - completed in November of 2021. Loc ...

    From $356 per night (USD)

    Expedia

    Details
  • (Sunny) Days of Our Lives | Includes Pool, BBQ and Bikes!
    From $275 per night (USD)

    VRBO

    (Sunny) Days of Our Lives | Includes Pool, BBQ and Bikes!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Come stay in Gulfport's only original Art Deco home. Enjoy 1938 art deco architecture with modern amenities. Located in ...

    From $275 per night (USD)

    VRBO

    Details
  • Private Escape in a Gated Community
    From $77 per night (USD)

    VRBO

    Private Escape in a Gated Community

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Main floor condo is your perfect winter getaway. Spend time at one of two heated pools, a quiet and relaxing screened-in ...

    From $77 per night (USD)

    VRBO

    Details
  • Gulfport's Marina District! Quiet, Clean, Comfortable, and Walkable to Downtown!
    From $146 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Our Sanctuary. We were so Lucky to find this home in One of the best towns we have ever lived, we want you to ...

    From $146 per night (USD)

    VRBO

    Details
  • Peaceful Waterfront Cottage, Steps to Gulfport! Old Oaks Tall Pines Lush Yard.
    From $399 per night (USD)

    VRBO

    Peaceful Waterfront Cottage, Steps to Gulfport! Old Oaks Tall Pines Lush Yard.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Located directly on Boca Ciega Bay leading to the Gulf of Mexico, this beautiful bungalow went through a full year of re ...

    From $399 per night (USD)

    VRBO

    Details
  • 2-bedroom/2-bath condo 9 min to Downtown St, Petersburg & 5 min to Gulport
    From $134 per night (USD)

    VRBO

    2-bedroom/2-bath condo 9 min to Downtown St, Petersburg & 5 min to Gulport

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    In St. Petersburg's downtown area, this lovely two-bedroom condominium offers a lively beachside living experience. Nest ...

    From $134 per night (USD)

    VRBO

    Details
  • Harbor Mist - Fresh & Friendly in Marina District Private Oasis
    From $186 per night (USD)

    Expedia

    Harbor Mist - Fresh & Friendly in Marina District Private Oasis

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Bright, clean, and thoughtfully appointed, Harbor Mist brings new meaning to home-away-from-home. This Gulfport gem is t ...

    From $186 per night (USD)

    Expedia

    Details
  • Tyn & Marty's Old-Fashioned Beach Cottage
    From $188 per night (USD)

    VRBO

    Tyn & Marty's Old-Fashioned Beach Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Clean, classic, uncluttered and one of the best locations in Gulfport! Retro original kitchen that has been tastefully u ...

    From $188 per night (USD)

    VRBO

    Details
  • Beautiful Beachfront Condo - Available June 1 to Nov 30 2025
    From $84 per night (USD)

    VRBO

    Beautiful Beachfront Condo - Available June 1 to Nov 30 2025

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    or call/text/email David at 727-510-2337 djsmith@gmx.com to start a conversation!! We are excellent hosts who take good ...

    From $84 per night (USD)

    VRBO

    Details
  • Stunning 1 Bed Ocean/Beachfront Condo with GREAT Reviews.
    From $155 per night (USD)

    VRBO

    Stunning 1 Bed Ocean/Beachfront Condo with GREAT Reviews.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    14 day minimum stay. Hello and welcome to the amazing Bermuda Bay Beach & Racquet Club resort! We hope you enjoy your s ...

    From $155 per night (USD)

    VRBO

    Details
  • 2BR 2BA Upstairs Unit on Private Beach!  DISCOUNT WHILE BALCONY IS  UNAVAILABLE
    From $131 per night (USD)

    Expedia

    2BR 2BA Upstairs Unit on Private Beach! DISCOUNT WHILE BALCONY IS UNAVAILABLE

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    You will love this beautiful, fully-equipped NEWLY REFRESHED beach vacation condo at Bermuda Bay Beach and Racquet Club. ...

    From $131 per night (USD)

    Expedia

    Details
  • GECKO COVE ART DISTRICT - PET FRIENDLY
    From $164 per night (USD)

    VRBO

    GECKO COVE ART DISTRICT - PET FRIENDLY

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    1 Bedroom 1 Bathroom pet-friendly apartment which is the lower right side of the home located across from Clymer park an ...

    From $164 per night (USD)

    VRBO

    Details
  • Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
    From $199 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The Wine Cellar in Gulfport Beach is a two-bedroom one-bathroom luxury home designed to immerse the guest in a Tuscany-s ...

    From $199 per night (USD)

    Expedia

    Details
  • Bermuda Bay Beach Club - Renovated Townhouse Freshly painted 2025
    From $132 per night (USD)

    VRBO

    Bermuda Bay Beach Club - Renovated Townhouse Freshly painted 2025

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Two Story Renovated Town home In The Exclusive Bermuda Bay Racquet Club. A Lush Secure Gated Community On The Edge Of Bo ...

    From $132 per night (USD)

    VRBO

    Details
  • BERMUDA BAY BEACH CLUB,  SAINT PETERSBURG,FL
    From $85 per night (USD)

    VRBO

    BERMUDA BAY BEACH CLUB, SAINT PETERSBURG,FL

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bermuda Bay Beach and Racquet Club is a beautiful private condominium complex on a Private Beach! Vacation Condominiums ...

    From $85 per night (USD)

    VRBO

    Details
  • BERMUDA BAY BEACH CLUB, SAINT PETERSBURG, FLORIDA
    From $79 per night (USD)

    VRBO

    BERMUDA BAY BEACH CLUB, SAINT PETERSBURG, FLORIDA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bermuda Bay Beach and Racquet Club is a beautiful private condominium complex on a Private Beach! Vacation Condominiums ...

    From $79 per night (USD)

    VRBO

    Details
  • Private Beach Condo in St Pete at Bermuda Bay Beach!
    From $104 per night (USD)

    Expedia

    Private Beach Condo in St Pete at Bermuda Bay Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Your Private Paradise Awaits at Bermuda Bay Beach & Racquet Club! Escape to the hidden gem of St. Petersburg! Our beau ...

    From $104 per night (USD)

    Expedia

    Details
  • Big Discount on great location!!
    From $88 per night (USD)

    VRBO

    Big Discount on great location!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Our vacation rental is a 1 bedroom, second floor unit located in Bermuda Bay Beach and Racquet Club. Perfect for active ...

    From $88 per night (USD)

    VRBO

    Details
  • Perfect Cottage In Art District of Gulfport
    From $146 per night (USD)

    Expedia

    Perfect Cottage In Art District of Gulfport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This beautiful cottage was completely renovated with comfort and relaxation in mind. It is located in the Art District i ...

    From $146 per night (USD)

    Expedia

    Details
  • Trendy Gulfport home central to St Pete hotspots
    From $107 per night (USD)

    VRBO

    Trendy Gulfport home central to St Pete hotspots

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This newly renovated trendy Gulfport home is the perfect place to relax and enjoy all of what St. Pete has to offer. Cen ...

    From $107 per night (USD)

    VRBO

    Details
  • Bindy’s Bungalow Your Secret Oasis
    From $119 per night (USD)

    Expedia

    Bindy’s Bungalow Your Secret Oasis

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    **Renovated November 2021….Located only 2 blocks away from: the beach, downtown Gulfport, dog park, marina, city pier, ...

    From $119 per night (USD)

    Expedia

    Details
  • Private Beach & Much More At Bermuda Bay Condo Community Of St Petersburg
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    VRBO

    Private Beach & Much More At Bermuda Bay Condo Community Of St Petersburg

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    (JANUARY IS STILL AVAILABLE!) Welcome To This Bright And Spacious 3 Bedroom And 2 Full Bath Condo At The Private Beach A ...

    Click For Pricing

    VRBO

    Details
  • GECKO COTTAGE  ART DISTRICT - PET FRIENDLY
    From $161 per night (USD)

    VRBO

    GECKO COTTAGE ART DISTRICT - PET FRIENDLY

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Lovely 1 Bedroom 1 Bath pet-friendly home located across from Clymer park and adjacent to Senior Center and Gulfport L ...

    From $161 per night (USD)

    VRBO

    Details
  • In the heart of Gulfport!
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    VRBO

    In the heart of Gulfport!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    2 bedroom 2 bath with an amazing location in the heart of Gulfport's Waterfront District! The unit is located on the gro ...

    Click For Pricing

    VRBO

    Details
  • Cute 1 BR apt 1/2 block to Beach Blvd and 3 Blocks to the Beach
    From $126 per night (USD)

    VRBO

    Cute 1 BR apt 1/2 block to Beach Blvd and 3 Blocks to the Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Recently renovated and updated electrical and plumbing.Small friendly accepting community. Coffee shop across the street ...

    From $126 per night (USD)

    VRBO

    Details
  • \Seas the Day\ with your Private Beach
    From $205 per night (USD)

    VRBO

    \"Seas the Day\" with your Private Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    This waterfront gated condominium community offers a private beach, hot tub, heated pool, tennis and racquet ball courts ...

    From $205 per night (USD)

    VRBO

    Details
  • Entire, Beautiful Home In Gulfport/St Pete. 4 King Bedrooms with 3 Bathrooms
    From $603 per night (USD)

    Expedia

    Entire, Beautiful Home In Gulfport/St Pete. 4 King Bedrooms with 3 Bathrooms

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Beautiful Gem right on the edge of St. Pete beach and Gulfport. This 4 bedroom, 3bathroom home has been updated from top ...

    From $603 per night (USD)

    Expedia

    Details
  • Come relax at our Bay Side Dream!
    From $175 per night (USD)

    VRBO

    Come relax at our Bay Side Dream!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Discover the dream of Gulfport by the bay. A welcoming home located in the heart of Gulfport's charming and diverse Art ...

    From $175 per night (USD)

    VRBO

    Details
  • Luxury Bungalow in Gulfport - Close to the Beaches
    From $310 per night (USD)

    Expedia

    Luxury Bungalow in Gulfport - Close to the Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Newly constructed in 2014, this beautifully appointed bungalow will delight you the moment you arrive!! This home is dec ...

    From $310 per night (USD)

    Expedia

    Details
  • Paradise Bungalow Love; a Gulfport private oasis in the Marina district
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    VRBO

    Paradise Bungalow Love; a Gulfport private oasis in the Marina district

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The PERFECT vacation suite. If you’re looking for a quiet, comfortable, boho-modern house, this is the place for you. Pe ...

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    VRBO

    Details
  • Seasonal Renters
    Click For Pricing

    Expedia

    Seasonal Renters

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    10 min from Downtown and the beach community pool very friendly close to supermarkets and shopping malls furnished with ...

    Click For Pricing

    Expedia

    Details
  • Gulfport Art District! One block from the beach!
    From $208 per night (USD)

    VRBO

    Gulfport Art District! One block from the beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Planning a trip to Gulfport Florida? This place is located in the heart of the Gulfport Arts District! You can walk out ...

    From $208 per night (USD)

    VRBO

    Details
  • Historic Bungalow in the heart of the Art District & 2 blocks from the water!
    From $259 per night (USD)

    Expedia

    Historic Bungalow in the heart of the Art District & 2 blocks from the water!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Historic bungalow just steps from everything Gulfport has to offer! There's plenty of living space - a large private de ...

    From $259 per night (USD)

    Expedia

    Details
  • Charming Bungalow | Private Pool & Yard
    From $212 per night (USD)

    VRBO

    Charming Bungalow | Private Pool & Yard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Blue Hen Bungalow! Blue Hen Bungalow is a charming, private vacation rental cottage located in vibrant Downt ...

    From $212 per night (USD)

    VRBO

    Details
  • Fantastic views of the sunset
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    Expedia

    Fantastic views of the sunset

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    You will love this 1-Bedroom Westview Condo at Bermuda Bay Beach & Racquet Club. Overlooks Boca Ciega Bay, private beac ...

    Click For Pricing

    Expedia

    Details
  • Poe's Place: In the Heart of Gulfport Art District!
    From $171 per night (USD)

    VRBO

    Poe's Place: In the Heart of Gulfport Art District!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Poe's Place is a unique 1-apartment inspired by the famous poet Edgar Allen Poe. The property is located in Gulfport, a ...

    From $171 per night (USD)

    VRBO

    Details
  • Primo Waterfront District Location!  Fun, Pet Friendly Beach Suite w/Hammocks
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    Expedia

    Primo Waterfront District Location! Fun, Pet Friendly Beach Suite w/Hammocks

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    One block from beach! Beautiful, private and comfortable guest suite is a great choice for 1-4 people (and your small or ...

    Click For Pricing

    Expedia

    Details
  • Primo Waterfront District Location! Solar Beach Bungalow w/Butterfly Garden
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    VRBO

    Primo Waterfront District Location! Solar Beach Bungalow w/Butterfly Garden

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The front half of our house is available short or long term. Our friend Donna is managing it for us, living in the com ...

    Click For Pricing

    VRBO

    Details
  • Serenity  on  the bay at Bermuda Bay Condominium
    From $93 per night (USD)

    VRBO

    Serenity on the bay at Bermuda Bay Condominium

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Updated two bedroom, two bath condo on the first floor in gated community. All bedrooms have king size beds and televi ...

    From $93 per night (USD)

    VRBO

    Details
  • Modern Beach Home - Mins to Beach, Pool, Hot Tub
    From $218 per night (USD)

    VRBO

    Modern Beach Home - Mins to Beach, Pool, Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your tropical paradise in the heart of sunny St. Petersburg —a stunning 3-bedroom, 2-bath condo located on th ...

    From $218 per night (USD)

    VRBO

    Details
  • Cute Cottage In The Heart of Gulfport!
    From $141 per night (USD)

    Expedia

    Cute Cottage In The Heart of Gulfport!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our Green Gumdrop Cottage. Relax after a day at the beach or exploring the artsy and eclectic little piece of ...

    From $141 per night (USD)

    Expedia

    Details
  • Modern Beach Home - Mins to Beach, Pool, Tub
    From $165 per night (USD)

    VRBO

    Modern Beach Home - Mins to Beach, Pool, Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience the charm of St. Petersburg in this beautifully renovated 2nd-floor condo, located in a gated waterfront comm ...

    From $165 per night (USD)

    VRBO

    Details
  • Gulfport 1BR 2 Bath, Steps to Downtown and Beach
    From $215 per night (USD)

    VRBO

    Gulfport 1BR 2 Bath, Steps to Downtown and Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    3

    Location, location, location! This corner house is just seconds from Gulfport's Beach Blvd. with its quaint yet funky vi ...

    From $215 per night (USD)

    VRBO

    Details
  • Charming Gulfport Town Guest Cottage Studio -Walk To Beach -Shops -Restaurants
    From $155 per night (USD)

    VRBO

    Charming Gulfport Town Guest Cottage Studio -Walk To Beach -Shops -Restaurants

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape to this charming Gulfport cottage just steps from the beach, restaurants, art walks, and live music. This cozy o ...

    From $155 per night (USD)

    VRBO

    Details
  • Peaceful Gulfport 3BR/2 BA Marina Home Expanded
    From $202 per night (USD)

    Expedia

    Peaceful Gulfport 3BR/2 BA Marina Home Expanded

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    At the edge of the Marina district, enjoy easy access to the water from this unique property. The Peaceful Parrot and Pa ...

    From $202 per night (USD)

    Expedia

    Details
  • Gulfport Hideaway Studio Apartment w/patio
    From $80 per night (USD)

    VRBO

    Gulfport Hideaway Studio Apartment w/patio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A charming studio apartment is located a quiet neighborhood a short 10 minute walk to the shops, restaurants and beach i ...

    From $80 per night (USD)

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  • Upgraded Waterfront Condo Steps Away From Private Beach with Spectacular Sunsets
    From $90 per night (USD)

    VRBO

    Upgraded Waterfront Condo Steps Away From Private Beach with Spectacular Sunsets

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax and unwind with the sunset right from your private patio overlooking the Boca Ciega Bay, at this quiet condo ready ...

    From $90 per night (USD)

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  • Bermuda bay exotic getaway
    From $176 per night (USD)

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    Bermuda bay exotic getaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    What a great opportunity for one of St. Pete's only water-accessible condo communities! This ground floor unit has a 2/2 ...

    From $176 per night (USD)

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  • Garden Cottage
    From $136 per night (USD)

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    Garden Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax in this beautiful garden cottage located in a quiet, beautiful setting among abundant fruit trees and plants. Wel ...

    From $136 per night (USD)

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  • Charming Gulfport Getaway Steps to Arts District
    From $155 per night (USD)

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    Charming Gulfport Getaway Steps to Arts District

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Newly renovated, comfortable cottage in the heart of Gulfport just a short bike or walk to the Arts District, Downtown G ...

    From $155 per night (USD)

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  • Spacious Gulfport Studio Cottage Duplex #2
    From $119 per night (USD)

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    Spacious Gulfport Studio Cottage Duplex #2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: Just 5 blocks from downtown Gulfport, this spacious studio with comfy king bed and full eat-in kitchen has tile ...

    From $119 per night (USD)

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  • The Sand Dollar - Historic Charm Meets Historic District Beach Chic
    From $140 per night (USD)

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    The Sand Dollar - Historic Charm Meets Historic District Beach Chic

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Classic charm meets modern beach breeziness at The Sand Dollar, a chic, second-story 1BR/1.5BA apartment in the heart of ...

    From $140 per night (USD)

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  • Peach Hideaway - Caged, Heated Pool & Florida Room
    From $270 per night (USD)

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    Peach Hideaway - Caged, Heated Pool & Florida Room

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Peach is a 3 bedroom, 2 bathroom home with an enclosed screened pool (heated during the winter months) near the Gulfport ...

    From $270 per night (USD)

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  • Broadwater Gem! With Pool and Boat Dock.
    From $502 per night (USD)

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    Broadwater Gem! With Pool and Boat Dock.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Close to everything! Beach-Downtown St. Pete, Tropicana Field, Fort DeSoto Park! This all newly remodel 3 bedroom/2 bath ...

    From $502 per night (USD)

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  • Steps to the water and DT Gulfport
    From $195 per night (USD)

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    Steps to the water and DT Gulfport

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Comfortably furnished-newly reno'ed 2BD/2BA house 2 minute walk to water for kayaking. 10 minutes walk to quaint DT Gulf ...

    From $195 per night (USD)

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  • Beautiful Condo ,Water View , Bermuda Bay Beach Club ,Saint Petersburg , Florida
    From $74 per night (USD)

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    Beautiful Condo ,Water View , Bermuda Bay Beach Club ,Saint Petersburg , Florida

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bermuda Bay Beach and Racquet Club is a beautiful private condominium complex on a Private Beach! Vacation Condominiums ...

    From $74 per night (USD)

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  • Bindy’s Bungalow Studio
    From $107 per night (USD)

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    Bindy’s Bungalow Studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    *Just freshly painted in mid 2021. Updated with new bed, towels, linens and appliances as of Oct 2019. New appliances ...

    From $107 per night (USD)

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  • STUDIO- Gulfport Art District - Steps to the beach!!
    From $174 per night (USD)

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

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Situated in the heart of Gulfport's Art and Waterfront District, this studio space is ideal for experiencing all Tampa B ...

    From $174 per night (USD)

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  • Gulfport home in lovely maina community
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    Gulfport home in lovely maina community

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Beautiful 2plus bedroom beach area, with lovely built-in pool. Fenced in yard with lovely plantings, including butterfly ...

    Click For Pricing

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  • Ring in the New Year on Boca Ciega Bay! January 2026 available!
    From $91 per night (USD)

    VRBO

    Ring in the New Year on Boca Ciega Bay! January 2026 available!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Discover this hidden gem on a private beach in Boca Ciega Bay! Perfect for family fun, a winter retreat, business trips ...

    From $91 per night (USD)

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  • 3015 Unit 1 - Walk Eat & Drink
    From $302 per night (USD)

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    3015 Unit 1 - Walk Eat & Drink

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This cozy 1BD/1BTH unit is very close to the water, coffee shops and restaurants. A Hidden Gem just in Sight of St. Pete ...

    From $302 per night (USD)

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  • Gulfport Historic Waterfront Art District - Walk to Dining & Beach
    From $266 per night (USD)

    VRBO

    Gulfport Historic Waterfront Art District - Walk to Dining & Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    * This home is professionally cleaned with products approved by the EPA for use against COVID-19. * Highlighted by a go ...

    From $266 per night (USD)

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  • Marine Cottage , Bermuda Bay Beach, Saint Petersburg , Florida
    From $120 per night (USD)

    VRBO

    Marine Cottage , Bermuda Bay Beach, Saint Petersburg , Florida

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bermuda Bay Beach and Racquet Club is a beautiful private condominium complex on a Private Beach! Vacation Condominiums ...

    From $120 per night (USD)

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  • 1 block from beach and Art District
    From $186 per night (USD)

    VRBO

    1 block from beach and Art District

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Newly remodeled 3 bed/2 bath, 2nd level beach condominium with partial ocean view from your living room and bedroom. Soa ...

    From $186 per night (USD)

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  • Breathtaking Oasis Retreat in St. Pete! Stunning Sunsets and Poolside Paradise!
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    Expedia

    Breathtaking Oasis Retreat in St. Pete! Stunning Sunsets and Poolside Paradise!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This open floor plan presents spectacular pool and intracoastal views from almost anywhere in the house! Upon entering ...

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  • The right location!!!
    From $576 per night (USD)

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    The right location!!!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    15

    This is a Five bedroom 3 bath home located walking distance to Gulfport Bay beach and pier and local rest and shops. Th ...

    From $576 per night (USD)

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  • The Milo Inn located in The Heart Of Gulfport's Historic Waterfront District
    From $235 per night (USD)

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    The Milo Inn located in The Heart Of Gulfport's Historic Waterfront District

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Welcome to the Milo Inn, a second story property that truly catches the sea breeze of Boca Ciega Bay. The inn is locat ...

    From $235 per night (USD)

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  • Beautiful 2 Br Cottage in downtown Gulfport
    From $206 per night (USD)

    VRBO

    Beautiful 2 Br Cottage in downtown Gulfport

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This property is a Key West Style Beach Camp! This adorable comfortable cottage is known as the 'Long House' it is one o ...

    From $206 per night (USD)

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  • 2BR- Gulfport Beach House
    From $198 per night (USD)

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    2BR- Gulfport Beach House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Charming apt (front unit of duplex) with hardwood floors, AND enormous backyard with semi-private beach on Boca ...

    From $198 per night (USD)

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  • Sea Escape-Condo w/ Pool Hot Tub & Private Beach!
    From $156 per night (USD)

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    Sea Escape-Condo w/ Pool Hot Tub & Private Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Picture yourself lounging poolside with a refreshing drink in hand, soaking in the breathtaking sunsets that make this a ...

    From $156 per night (USD)

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  • Cute & Cozy Cottage In The Heart of Gulfport
    From $139 per night (USD)

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    Cute & Cozy Cottage In The Heart of Gulfport

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to our Blueberry Gumdrop Cottage. Relax after a day at the beach or exploring the artsy and eclectic little piec ...

    From $139 per night (USD)

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  • Central Gulfport Home < 1 Mi to the Beach!
    From $139 per night (USD)

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    Central Gulfport Home < 1 Mi to the Beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Catapult your coastal activities to the next level from a beautiful 2-bed, 1-bath duplex unit that’s close to a trove of ...

    From $139 per night (USD)

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  • Refreshing Gulfport Escape: Boat, Fish & More
    From $143 per night (USD)

    Expedia

    Refreshing Gulfport Escape: Boat, Fish & More

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Venture out to sunnier pursuits by the water from this 2-bed, 1-bath duplex unit, that’s ideally located to beaches, fis ...

    From $143 per night (USD)

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  • Luxury Coastal Home, Gulfport Waterfront District
    From $564 per night (USD)

    VRBO

    Luxury Coastal Home, Gulfport Waterfront District

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    10

    We are grateful to share that this beautiful home is Guest Ready!! It was not damaged by the storms and we are excited t ...

    From $564 per night (USD)

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  • Gulfport Cottage STEPS to Beach & Restaurants
    From $219 per night (USD)

    VRBO

    Gulfport Cottage STEPS to Beach & Restaurants

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a ...

    From $219 per night (USD)

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  • Upscale Condo, Private beach, overlooking ocean, pool, Gated community
    From $84 per night (USD)

    VRBO

    Upscale Condo, Private beach, overlooking ocean, pool, Gated community

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Bermuda Bay Condo has everything you need! NOTE: 30 DAY MIN. RENTAL FUN DAY IN THE SUN? You are STEPS away from: *Priv ...

    From $84 per night (USD)

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  • Modern Waterfront Paradise Pool & Hot Tub
    From $864 per night (USD)

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    Modern Waterfront Paradise Pool & Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to modern paradise! If you are looking for something centrally located and close to all the beaches in St Peter ...

    From $864 per night (USD)

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  • Beatiful Bay views 1 BR with large private patio area
    From $115 per night (USD)

    VRBO

    Beatiful Bay views 1 BR with large private patio area

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discounted rates for leases through year end 2023 (until February 3, 2024 upon request) !!! Please inquire about multi-m ...

    From $115 per night (USD)

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  • Beach and Bay view from 800 sf private balcony
    From $233 per night (USD)

    VRBO

    Beach and Bay view from 800 sf private balcony

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Discounted rates for leases through year end 2022 (until January 3, 2023 upon request) !!! Please inquire about multi-mo ...

    From $233 per night (USD)

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  • Quaint Gulfport Beach Bungalow
    From $156 per night (USD)

    VRBO

    Quaint Gulfport Beach Bungalow

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Charming Bungalow near the heart of Gulfport. Short Drive to Gulfport Beach Blvd, breweries and restaurants. Plenty of f ...

    From $156 per night (USD)

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  • Spacious condo in private gated  beach community
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    Spacious condo in private gated beach community

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Large 3 BR/ 2 BA tile throughout condo in community with private beach, two pools and beachfront hot tub, lit tennis cou ...

    Click For Pricing

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  • \Happy Ours\ Gulfport - charming home, walk to beach and town
    From $178 per night (USD)

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    \"Happy Ours\" Gulfport - charming home, walk to beach and town

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    "Happy Ours" is a step back in time. Located on a quiet brick-lined street, this home offers a lush, private yard, which ...

    From $178 per night (USD)

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    Details
  • Pet-Friendly Gulfport Home < 2 Mi to Beach
    From $234 per night (USD)

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    Pet-Friendly Gulfport Home < 2 Mi to Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Relaxation for the entire family awaits with a stay at this updated 4-bedroom, 2-bathroom vacation rental home nestled i ...

    From $234 per night (USD)

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  • Gorgeous Beach Condo
    From $105 per night (USD)

    VRBO

    Gorgeous Beach Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Newly remodeled first floor 1 bed/ 1 bath beach condominium. Update: Property has been fully restored and renovated sinc ...

    From $105 per night (USD)

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  • Newly renovated condo in gated community.  Private beach 2 heated pools, hot tub
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    Expedia

    Newly renovated condo in gated community. Private beach 2 heated pools, hot tub

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    All brand new appliances, beds. 65” TV in living room, 30” in master bedroom. Full size fridge washer and dryer. Lovely ...

    Click For Pricing

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