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Vacation rentals in Pinellas County, Florida, United States

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Golden-hour fire pit at Sun Oasis — teal Adirondack chairs, real wood flames, lush tropical palms, and a screened pool glowing in the background. The perfect Florida evening.

Game room open to the main living area at Sun Oasis — foosball table in the foreground, dartboard on the wall, and a seamless view through to the coastal living room and kitchen beyond.

Screened-in private pool at Sun Oasis, a vacation rental in St. Petersburg, FL — crystal-clear water, lounge chairs, and lush tropical landscaping in a fully fenced backyard.

Open-concept living room at Sun Oasis with a large smart TV, fireplace credenza, coastal turtle artwork, beachy blue-and-white decor, and views straight through to the fully equipped kitchen.

lounge out in yard under the sun for some summer relaxation

Sun Oasis | Game Room, Pool, Fire Pit | Near Beach

3 bedrooms·2 baths

St. Petersburg • Florida

5(72 reviews)

$179 – $359/ Nacht(zzgl. Gebühren & Steuern)

We have it all - beautiful beach and comfortable accommodation

Living room with queen sofa bed and upgraded mattress. Comfortable rocking chairs. Smart TV - guests can use their Netflix, Amazon movie's, Hulu, etc. Basic cable is available in the living room TV as well.

Heated community pool for residents and guests only. Hours of operations: 9am-10pm.

The condo and the beach - very short walk across beach parking lot. St. Pete Beach - votes #1 beach in US by TripAdvisor in 2021.

Living room, kitchen and the coffee station

Condo in Beachfront Resort with Heated Pool

1 bedroom·1 bath

St. Pete Beach • Florida

5(29 reviews)

614,72 $ USD gesamt für 3 Nächte

13.–16. Sept. 2026

Kostenlose Stornierung

Steps to Beach-Heated Pool-Dock & Putting Green image 1

Steps to Beach-Heated Pool-Dock & Putting Green image 2

Steps to Beach-Heated Pool-Dock & Putting Green image 3

Steps to Beach-Heated Pool-Dock & Putting Green image 4

Steps to Beach-Heated Pool-Dock & Putting Green image 5

Hart's Paradise @ Barefoot Beach

1 bedroom·1 bath

Indian Shores • Florida

4.77(82 reviews)

759,67 $ USD gesamt für 3 Nächte

17.–20. Sept. 2026

Kostenlose Stornierung

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Tampa Event Compound, Hot Tub Bar

Tampa Event Compound, Hot Tub Bar

10 bedrooms·10 baths

Tampa • Florida

5(48 reviews)

21.590,00 $ USD 18.426,50 $ USD gesamt für 7 Nächte

7.–14. Sept. 2026

Funshine Sunset Beach - Steps from the beach!!

Funshine Sunset Beach - Steps from the beach!!

Funshine Sunset Beach - Steps from the beach!!

Funshine Sunset Beach - Steps from the beach!!

Funshine Sunset Beach - Steps from the beach!!

Funshine Sunset Beach - Steps from the beach!!

1 bedroom·1 bath

Treasure Island • Florida

5(142 reviews)

499,08 $ USD 279,35 $ USD gesamt für 3 Nächte

13.–16. Sept. 2026

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

1 bedroom·1 bath

Treasure Island • Florida

5(178 reviews)

438,45 $ USD 239,26 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Welcome to the Mandalay Manor! Let this lavish retreat be the perfect base for your next vacation on the shores of the Gulf of Mexico.

Cool off in the inviting swimming pool and soak up the sun on the comfy sun lounges.

Are there any pianists in the group? You can have a private concerto in the living room.

The inviting fireplace creates an intimate gathering setting.

Serve your delicious meals easily at the 10-person dining table.

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

5 bedrooms·4 baths

Tarpon Springs • Florida

4.91(11 reviews)

3.662,00 $ USD gesamt für 4 Nächte

7.–11. Sept. 2026

Bring your bike or enjoy the Complimentary bikes available. Pinellas trail is about 0.3 miles away, perfect for biking and walking.

Adorable Bungalow near beach, DT. Pet & Bike. image 2

Adorable Bungalow near beach, DT. Pet & Bike. image 3

Fully equipped kitchen.

Adorable Bungalow near beach, DT. Pet & Bike. image 5

Adorable Private Bungalow

2 bedrooms·1 bath

Clearwater • Florida

4.81(264 reviews)

432,79 $ USD 416,90 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

2 bedrooms·1 bath

St. Petersburg • Florida

5(268 reviews)

5.014,34 $ USD 3.820,76 $ USD gesamt für 28 Nächte

20. Sept. – 18. Okt. 2026

Sweet Craftsman home, free bikes, near beach & DT image 1

Sweet Craftsman home, free bikes, near beach & DT image 2

Sweet Craftsman home, free bikes, near beach & DT image 3

Sweet Craftsman home, free bikes, near beach & DT image 4

Sweet Craftsman home, free bikes, near beach & DT image 5

Adorable Private Craftsman

2 bedrooms·1 bath

Clearwater • Florida

4.86(267 reviews)

477,00 $ USD 457,65 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Master bedroom, balcony access, king bed

Master, king bed

Master, king bed

Master bathroom, access from master and main living area

Master bathroom

Sea Gate 206 Beautiful Beach Front Condo/3 BR - 2 BTH

3 bedrooms·2 baths

Indian Shores • Florida

5(180 reviews)

1.339,05 $ USD gesamt für 3 Nächte

5.–8. Okt. 2026

Kostenlose Stornierung

Welcome to the Lakeside Retreat -This tranquil estate awaits!

Nestled right on Lake Seminole, the backyard gazebo and pool area provide stunning views!

Our unique 4-plex floor plan gives your large group the ability to gather…

…while still having moments of privacy in their own suites.

Each suite is inspired by one of the 4 elements: Earth, Air, Fire, & Water

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

5(19 reviews)

5.520,00 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

A little piece of Beach House Heaven!

Waterfront Beach House Steps Away from #1 Beach!

Master Bedroom Balcony!

2nd floor (main living space) with gourmet kitchen and waterfront balcony attached!

Waterfront Beach House Steps Away from #1 Beach!

3 bedrooms·2 baths

Pinellas County • Florida

5(60 reviews)

2.104,33 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Main living space features an open floor plan with smart TV, comfortable seating and a fully equipped kitchen.

Spacious master bedroom with king bed and desk for remote work or getting ready for the day.

Shell path leads to the fire pit amid lush, tropical landscaping.

Hot tub with 8 hydrotherapy jets will soothe sore muscles & melt away stress. Ideal for 3-4 people.

The Florida room is a second living space, separate from the main living area.

Charming Coastal Home Near Top Beaches

3 bedrooms·2 baths

Palm Harbor • Florida

5(32 reviews)

$200 – $600/ Nacht(zzgl. Gebühren & Steuern)

250 steps to the Beach! image 1

250 steps to the Beach! image 3

250 steps to the Beach! image 4

250 steps to the Beach! image 5

250 steps to the Beach! image 6

250 steps to the Beach!

2 bedrooms·1 bath

Indian Rocks Beach • Florida

4.82(159 reviews)

1.525,00 $ USD gesamt für 7 Nächte

7.–14. Sept. 2026

Largo Waterview 6BR Heated Pool/Hot Tub GameRoom

5 bedrooms·4 baths

Largo • Florida

5(9 reviews)

7.200,00 $ USD 6.648,00 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Front of house.

Wind Swept Pass a Grille- Beach is across the street.

Wind Swept Pass a Grille- Beach is across the street.

Beautiful day at the beach

Wind Swept Pass a Grille- Beach is across the street.

Wind Swept Pass a Grille- Beach is across the street.

2 bedrooms·2 baths

St. Pete Beach • Florida

4.99(71 reviews)

3.653,65 $ USD gesamt für 7 Nächte

9.–16. Okt. 2026

Kostenlose Stornierung

Magnolia near the beach and downtown St. Pete image 1

Magnolia near the beach and downtown St. Pete image 2

Magnolia near the beach and downtown St. Pete image 3

Magnolia near the beach and downtown St. Pete image 4

Magnolia near the beach and downtown St. Pete image 5

Magnolia near the beach and downtown St. Pete

5 bedrooms·3 baths

St. Petersburg • Florida

4.85(150 reviews)

$135 – $1.091/ Nacht(zzgl. Gebühren & Steuern)

Family & pet friendly 4-bedroom home • heated pool image 1

Front of the house

Family & pet friendly 4-bedroom home • heated pool image 4

Family & pet friendly 4-bedroom home • heated pool image 5

Family & pet friendly 4-bedroom home • heated pool

4 bedrooms·2 baths

Largo • Florida

4.72(133 reviews)

735,00 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

2 bedrooms·2 baths

St. Petersburg • Florida

4.67(12 reviews)

2.548,40 $ USD gesamt für 28 Nächte

7. Sept. – 5. Okt. 2026

Gulf front pool

Front of the building

Hallway into condo

Sand Isle I

2 bedrooms·2 baths

Indian Rocks Beach • Florida

4.77(100 reviews)

847,50 $ USD gesamt für 3 Nächte

13.–16. Sept. 2026

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

3 bedrooms·2 baths

Palm Harbor • Florida

5(17 reviews)

1.841,94 $ USD gesamt für 6 Nächte

13.–19. Sept. 2026

Building Arial View

St Pete Beachside Condo

1 bedroom·1 bath

St. Pete Beach • Florida

5(3 reviews)

1.274,78 $ USD gesamt für 5 Nächte

7.–12. Sept. 2026

Pass a Grille Historic Cottage- Beach is across the street.

Beach. Steps from the cottage

Cozy Kitchen. Small but lots of space to cook

Pass a Grille Historic Cottage- Beach is across the street.

Pass a Grille Historic Cottage- Beach is across the street.

Pass a Grille Historic Cottage- Beach is across the street.

1 bedroom·1 bath

St. Pete Beach • Florida

4.85(27 reviews)

$175 – $261/ Nacht(zzgl. Gebühren & Steuern)