Search Your Destination Now!

Gulfport Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 422 Rentals

  • 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
  • La Puerta 'Bright and Sunny' Golf Course Villa
    From $165 per night (USD)

    Expedia

    La Puerta 'Bright and Sunny' Golf Course Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Nestled among the 18-hole championship golf course managed by The Isla del Sol Yacht and Country Club, this delightful, ...

    From $165 per night (USD)

    Expedia

    Details
  • 2BR/2B Luxury Waterfront condo in St. Petersburg, FL
    Click For Pricing

    VRBO

    2BR/2B Luxury Waterfront condo in St. Petersburg, FL

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2BR/2B Luxury waterfront condo in beautiful St. Petersburg, Florida available. Immaculate and beautiful coastal inter ...

    Click For Pricing

    VRBO

    Details
  • The Oasis of St Petersburg
    From $91 per night (USD)

    Expedia

    The Oasis of St Petersburg

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Private Studio Apartment in the heart of St Petersburg FL. Only 10 minutes to sunny white sand beaches or our bustling d ...

    From $91 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Cozy 1 Bedroom by the Marina District
    From $187 per night (USD)

    VRBO

    Cozy 1 Bedroom by the Marina District

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Beautiful renovated 3rd floor 1 bed 1 bath condo located next to Marina close to beaches and downtown St Petersburg. Sta ...

    From $187 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
  • 2 bedroom modern beachy home with outdoor shower
    From $316 per night (USD)

    VRBO

    2 bedroom modern beachy home with outdoor shower

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy a stylish beach house experience at this centrally-located home. Across the street from the pinellas trail perfect ...

    From $316 per night (USD)

    VRBO

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

    VRBO

    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)

    VRBO

    Details
  • King Size Bed - Guest Charming Studio (With W/D)
    From $121 per night (USD)

    Expedia

    King Size Bed - Guest Charming Studio (With W/D)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Guest Studio has its private entrance attached to main house on a quiet residential neighborhood. The outdoor 4 seat di ...

    From $121 per night (USD)

    Expedia

    Details
  • Beautiful, modern 2 Bedroom plus Den Condo. Boca Ciega Bay Isla Key Isla Del Sol
    From $294 per night (USD)

    VRBO

    Beautiful, modern 2 Bedroom plus Den Condo. Boca Ciega Bay Isla Key Isla Del Sol

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our unit was completely renovated when we purchased 6 years ago and shows as if new. All new kitchen with granite count ...

    From $294 per night (USD)

    VRBO

    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)

    VRBO

    Details
  • 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)

    VRBO

    Details
  • Waterfront Home with Heated Pool! 2 miles from Beach!
    From $700 per night (USD)

    Expedia

    Waterfront Home with Heated Pool! 2 miles from Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Our waterfront oasis is a professionally designed 2300 square foot home with a heated pool and spectacular ocean views! ...

    From $700 per night (USD)

    Expedia

    Details
  • Paradise Penthouse
    From $208 per night (USD)

    VRBO

    Paradise Penthouse

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    When you need a break from the world, this is the place to be. Time slows down and your worries dissipate. This penthous ...

    From $208 per night (USD)

    VRBO

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

    VRBO

    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)

    VRBO

    Details
  • Garden Cottage
    From $136 per night (USD)

    VRBO

    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)

    VRBO

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

    VRBO

    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)

    VRBO

    Details
  • 5 Min from downtown and 15 min to the beach 28 night minimum
    From $261 per night (USD)

    VRBO

    5 Min from downtown and 15 min to the beach 28 night minimum

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Newly renovated property on brick lined street centrally located. The home is on a double lot with professionally manicu ...

    From $261 per night (USD)

    VRBO

    Details
  • FABULOUS WATERFRONT STUDIO APT IN ST PETE FL!
    From $157 per night (USD)

    Expedia

    FABULOUS WATERFRONT STUDIO APT IN ST PETE FL!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    FABULOUS WATERFRONT STUDIO APARTMENT IN A SUPER POPULAR, GATED & GUARDED, 55+ COMPLEX; JUST OVER THE BRIDGE FROM GORGEOU ...

    From $157 per night (USD)

    Expedia

    Details
  • Historic villa - minutes to beaches and town center
    Click For Pricing

    VRBO

    Historic villa - minutes to beaches and town center

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Welcome to our home! This is a historic home just 1 block away from Starbucks, food stores, and restaurants. The Gulf Be ...

    Click For Pricing

    VRBO

    Details
  • Gorgeous and updated waterfront condo!
    From $159 per night (USD)

    VRBO

    Gorgeous and updated waterfront condo!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This property is located between St. Petersburg and St. Pete Beach on an island with easy access. It has a waterfront l ...

    From $159 per night (USD)

    VRBO

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

    VRBO

    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)

    VRBO

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

    VRBO

    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)

    VRBO

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • St. Pete's Beach House Heaven
    From $276 per night (USD)

    VRBO

    St. Pete's Beach House Heaven

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Modern beach house in an ideal location, close to everything, backyard oasis with a private pool and a bbq grill. Spacio ...

    From $276 per night (USD)

    VRBO

    Details
  • Waterfront Views at Dolphin Watch with Heated Pool
    From $988 per night (USD)

    Expedia

    Waterfront Views at Dolphin Watch with Heated Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Paradise found with over 5,000 sf of living and over 600 sf of outdoor covered patio space. The moment you arrive you ar ...

    From $988 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Near beaches Private Welcoming #A
    From $116 per night (USD)

    Expedia

    Near beaches Private Welcoming #A

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: This cozy, fun, and spacious 2-bedroom, 1-bathroom unit is conveniently located just minutes from downtown Sain ...

    From $116 per night (USD)

    Expedia

    Details
  • Beautifully renovated beach cottage!
    From $125 per night (USD)

    VRBO

    Beautifully renovated beach cottage!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy the best of cottage and beach life all in one home! This stunning property offers peace and tranquility in the fri ...

    From $125 per night (USD)

    VRBO

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

    VRBO

    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)

    VRBO

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Spacious Gulfport Furnished Home with Pool near Beaches
    From $160 per night (USD)

    VRBO

    Spacious Gulfport Furnished Home with Pool near Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This spacious 1200 square ft. home is the perfect family vacation destination. Also perfect for traveling nurses or corp ...

    From $160 per night (USD)

    VRBO

    Details
  • Gulfport home in lovely maina community
    Click For Pricing

    Expedia

    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

    Expedia

    Details
  • 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)

    VRBO

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

    VRBO

    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)

    VRBO

    Details
  • Luxury escape, clean, 1.5 ml to beach & Eckerd, cozy, roomy, family friendly
    From $213 per night (USD)

    VRBO

    Luxury escape, clean, 1.5 ml to beach & Eckerd, cozy, roomy, family friendly

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our beautifully appointed first-floor end unit condo, professionally decorated to provide a clean and invitin ...

    From $213 per night (USD)

    VRBO

    Details
  • 2 Bed 2 Baths Eclectic Modern Apt - WeAreGrateful
    From $207 per night (USD)

    Expedia

    2 Bed 2 Baths Eclectic Modern Apt - WeAreGrateful

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Our apartment 'Grateful' is a combination of pleasing colors and a delicate attention to detail in every corner that wil ...

    From $207 per night (USD)

    Expedia

    Details
  • 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)

    VRBO

    Details
  • Sweet Quiet House Close to Everything!!
    From $136 per night (USD)

    VRBO

    Sweet Quiet House Close to Everything!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    2 Bed 1 Bath, 1 car garage, with a fenced yard in a very quiet location, with birds singing in the trees. If you like g ...

    From $136 per night (USD)

    VRBO

    Details
  • Modern, Clean & Cozy
    Click For Pricing

    VRBO

    Modern, Clean & Cozy

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a stylish experience at this centrally-located place. Newly remodeled home. 3 bedroom, 1 bathroom. Garage, living ...

    Click For Pricing

    VRBO

    Details
  • 2 Bedroom 2 Baths Eclectic Modern Apartment - We Are Peaceful
    From $208 per night (USD)

    Expedia

    2 Bedroom 2 Baths Eclectic Modern Apartment - We Are Peaceful

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    A combination of pleasing colors and a delicate attention to detail in every corner will let you experience the magic of ...

    From $208 per night (USD)

    Expedia

    Details
  • 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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Breathtaking Oasis Retreat in St. Pete! Stunning Sunsets and Poolside Paradise!
    Click For Pricing

    VRBO

    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 ...

    Click For Pricing

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Fun Getaway in the Sun Private Saltwater Pool Yard
    From $293 per night (USD)

    Expedia

    Fun Getaway in the Sun Private Saltwater Pool Yard

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax and Sunbathe at Vibrant Gulfport Getaway w/ Private Pool and Large Grassy Yard. Gulfport is known for its funky, e ...

    From $293 per night (USD)

    Expedia

    Details
  • Heated pool* 2.3 miles to the beach* 3 bedroom home.
    From $414 per night (USD)

    VRBO

    Heated pool* 2.3 miles to the beach* 3 bedroom home.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This recently updated European style home comes with 3 bedrooms 2 bathrooms, screened-in pool and pool deck. Located in ...

    From $414 per night (USD)

    VRBO

    Details
  • La Puerta 'Island Life'...Simple & Carefree
    From $199 per night (USD)

    Expedia

    La Puerta 'Island Life'...Simple & Carefree

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This top-notch, 2 bedroom/2 bath La Puerta condo truly inspires rest and relaxation. Awaiting you, family or friends ~ t ...

    From $199 per night (USD)

    Expedia

    Details
  • Private Tropical Studio Cottage -- Ideal for 1 for work or play
    From $84 per night (USD)

    VRBO

    Private Tropical Studio Cottage -- Ideal for 1 for work or play

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Close to beach, shopping and downtown, Serenity Cottage is a beautiful separate studio in a relaxing tropical setting wi ...

    From $84 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Beachy House-Home away from home
    From $155 per night (USD)

    Expedia

    Beachy House-Home away from home

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Attention travel nurses, snow birds, those who work from home, or anyone who just wants to get out of the cold! Located ...

    From $155 per night (USD)

    Expedia

    Details
  • Elegantly Decorated Condo 55+ community on intracoastal 5 Min. to St. Pete Beach
    Click For Pricing

    VRBO

    Elegantly Decorated Condo 55+ community on intracoastal 5 Min. to St. Pete Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Luxurious Active 55+ Condo available for Winter rental. Minimum 3 months. Gorgeous water views! GATED COMMUNITY OF POINT ...

    Click For Pricing

    VRBO

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

    VRBO

    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)

    VRBO

    Details
  • Spacious and comfy centrally located home
    From $251 per night (USD)

    VRBO

    Spacious and comfy centrally located home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stay in a wonderful 3 bedroom 2 bathroom spacious home that is tastefully designed and decorated. Located quaint Histor ...

    From $251 per night (USD)

    VRBO

    Details
  • Paradise Found: Your Private Pool Oasis in St Pete
    From $155 per night (USD)

    Expedia

    Paradise Found: Your Private Pool Oasis in St Pete

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Summary: Welcome to your dream vacation home! Nestled in the heart of the charming Pasadena neighborhood, this property ...

    From $155 per night (USD)

    Expedia

    Details
  • La Puerta 'Just Another Day in Paradise'
    From $152 per night (USD)

    VRBO

    La Puerta 'Just Another Day in Paradise'

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Whether it’s you, family or friends visiting Isla del Sol, fun will be had by all in this "island inspired" villa in La ...

    From $152 per night (USD)

    VRBO

    Details
  • 🌊 Waterfront Oasis, Hot Tub, Sauna, Boat Lift, Patio & Quintessential Florida Experience!
    From $309 per night (USD)

    Expedia

    🌊 Waterfront Oasis, Hot Tub, Sauna, Boat Lift, Patio & Quintessential Florida Experience!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to our beautiful waterfront home nestled between St Pete Beach & Gulfport, FL, where you'll experience the joys ...

    From $309 per night (USD)

    Expedia

    Details
  • Gorgeous Waterfront Condo Minutes From the Beach
    Click For Pricing

    VRBO

    Gorgeous Waterfront Condo Minutes From the Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    Brand new listing. Situated on Boca Ciega Bay. Amazing views wherever you look! Stunning 2/2 condo close to everythin ...

    Click For Pricing

    VRBO

    Details
  • Stylish Heated Pool House  Near the Beach
    From $424 per night (USD)

    Expedia

    Stylish Heated Pool House Near the Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    🌴 🏡Sunny Getaway with Heated Pool on the winter season in the Heart of St. Pete Welcome to your perfect Florida escape ...

    From $424 per night (USD)

    Expedia

    Details
  • Charming Side Garden Suite
    Click For Pricing

    VRBO

    Charming Side Garden Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This private guest suite is centrally located between the beaches on Treasure Island and the nightlife, shopping, and di ...

    Click For Pricing

    VRBO

    Details
  • Dazzling 2/1 near Gulfport/St. Pete beach
    From $177 per night (USD)

    Expedia

    Dazzling 2/1 near Gulfport/St. Pete beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Quiet 2 bed 1 bath centrally located in the heart of our sunny St.Pete.Mintues away from beaches ,grocery, dinning, park ...

    From $177 per night (USD)

    Expedia

    Details
  • Beautiful Waterfront 1 Bedroom/1 Bath Condo
    Click For Pricing

    VRBO

    Beautiful Waterfront 1 Bedroom/1 Bath Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Gorgeous 1 bedroom/1 bath condo on the 3rd floor located on the Boca Ciega Bay Intercoastal waterway. This lovely space ...

    Click For Pricing

    VRBO

    Details
  • Waterfront Condo With Resort Pool, Near the Ocean
    From $251 per night (USD)

    VRBO

    Waterfront Condo With Resort Pool, Near the Ocean

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Villa on Point Brittany 21 in St. Petersburg, the perfect location on the water for your Florida vacation! So ...

    From $251 per night (USD)

    VRBO

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • 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)

    VRBO

    Details
  • Fully Renovated home with POOL- 6 minutes to beach
    From $358 per night (USD)

    Expedia

    Fully Renovated home with POOL- 6 minutes to beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautifully remodeled 3 bedroom 2 bath farmhouse in the heart of Gulfport with BRAND NEW INGROUND POOL!! The perfect loc ...

    From $358 per night (USD)

    Expedia

    Details
  • Renovated, Safe St. Pete 2bed/1bath Home!
    From $164 per night (USD)

    VRBO

    Renovated, Safe St. Pete 2bed/1bath Home!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a comfortable experience at this centrally-located place in St. Pete! This home is a newly renovated 2 BR/1 BA hom ...

    From $164 per night (USD)

    VRBO

    Details
  • 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)

    VRBO

    Details
  • Spacious Pool House w/ Mini Golf 5 min from the beach!
    From $395 per night (USD)

    VRBO

    Spacious Pool House w/ Mini Golf 5 min from the beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Bring the whole family to this large, newly renovated vacation home with lots of room for fun. This home is where luxury ...

    From $395 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Casa de Roble Guest Suite   Saltwater Pool
    From $139 per night (USD)

    VRBO

    Casa de Roble Guest Suite Saltwater Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    New saltwater poolside is located in backyard - has a private entrance from the side gate. Located in the Pasadena/Bear ...

    From $139 per night (USD)

    VRBO

    Details
  • Dali Apartment
    From $112 per night (USD)

    Expedia

    Dali Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to the beautiful city of Saint Petersburg, and to this incredible 1/1 Guest house that was built in 2022. This ...

    From $112 per night (USD)

    Expedia

    Details
  • House of Sirenity: Mid Century Beach Bungalow in Artsy Gulfport!
    From $360 per night (USD)

    VRBO

    House of Sirenity: Mid Century Beach Bungalow in Artsy Gulfport!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This is a private one family home located in Gulfport Florida. Gulfport is a lovely artisan town, with a laid back beach ...

    From $360 per night (USD)

    VRBO

    Details
  • 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)

    VRBO

    Details
  • 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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • 3/3 fully  furnished condo with semi private elevator.
    Click For Pricing

    VRBO

    3/3 fully furnished condo with semi private elevator.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    3/3 1 level condo with semi private elevator into unit. Park across the street for close by exercise. Blocks to beach wi ...

    Click For Pricing

    VRBO

    Details
  • Spacious condo in private gated  beach community
    Click For Pricing

    Expedia

    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

    Expedia

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

    VRBO

    \"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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Gulfport Retreat 5BR Heated Pool
    From $263 per night (USD)

    VRBO

    Gulfport Retreat 5BR Heated Pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to our beautiful 5 bedroom 3.5 bath home in Gulfport, Florida! Our home features a heated pool, perfect for enjo ...

    From $263 per night (USD)

    VRBO

    Details
  • Entire home centrally located!Close to downtown St Pete,Gulfport,beach and more
    From $220 per night (USD)

    Expedia

    Entire home centrally located!Close to downtown St Pete,Gulfport,beach and more

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy easy access to everything St Pete has to offer! The house is a block from Central ave and a perfect home base. Dow ...

    From $220 per night (USD)

    Expedia

    Details
  • Sunlit Mornings. Peaceful Nights. Isla del Sol
    From $250 per night (USD)

    VRBO

    Sunlit Mornings. Peaceful Nights. Isla del Sol

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Golden Mornings & Sparkling Shores -- Welcome to your sun-drenched sanctuary on Isla del Sol. This fully renovated 3-bed ...

    From $250 per night (USD)

    VRBO

    Details
  • Cozy Bungalow Minutes From The Beach!
    From $123 per night (USD)

    Expedia

    Cozy Bungalow Minutes From The Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a stylish, cozy experience at this centrally-located bungalow! Just minutes from multiple beaches and downtown St ...

    From $123 per night (USD)

    Expedia

    Details
  • 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)

    VRBO

    Details
  • Newly renovated condo in gated community.  Private beach 2 heated pools, hot tub
    Click For Pricing

    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

    Expedia

    Details
  • Luxury Condo in St. Petersburg - 15 minutes from St. Pete Beach!
    From $107 per night (USD)

    VRBO

    Luxury Condo in St. Petersburg - 15 minutes from St. Pete Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    ***Lease Agreement and Background Check Required for Homeowners Association*** 10 minutes to Pass a Grille Beach and 15 ...

    From $107 per night (USD)

    VRBO

    Details
  • The Sand Dollar – Charming Bungalow in Gulfport, Minutes from Downtown St. Pete
    From $156 per night (USD)

    Expedia

    The Sand Dollar – Charming Bungalow in Gulfport, Minutes from Downtown St. Pete

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Sand Dollar – Charming Bungalow in Gulfport, Minutes from Downtown St. Pete Nestled in the heart of Gulfport, The S ...

    From $156 per night (USD)

    Expedia

    Details
  • Gulfport Breezy Cottage - Outdoor living too!
    Click For Pricing

    VRBO

    Gulfport Breezy Cottage - Outdoor living too!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Enjoy all Gulfport has to offer in this bright, comfortable, stylish cottage! Downtown Gulfport is only a half mile wal ...

    Click For Pricing

    VRBO

    Details
  • Centrally located to beaches, bay, city, trails and Gulfport!
    Click For Pricing

    Expedia

    Centrally located to beaches, bay, city, trails and Gulfport!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This home is located right off the Pinellas Trail which offers miles of paved paths for cycling, walking, etc. It is onl ...

    Click For Pricing

    Expedia

    Details