Location

Dates

Guests

Vacation rentals in Clearwater, Florida, United States

Front of the house with 2 parking in driveway

Tropical Oasis On the Gulf Coast

Tropical Oasis On the Gulf Coast

Tropical Oasis On the Gulf Coast

Tropical Oasis On the Gulf Coast

Tropical Oasis On the Gulf Coast

2 bedrooms·2 baths

Seminole • Florida

$ 620,00 USD totaal voor 3 nachten

18–21 nov 2026

Beautiful details that set this home apart. Oceanfront Luxury home.

Ocean Front with 180 degree views inside the home of the ocean

The most epic sunsets you have ever seen!

Master #1 - King Bed ( There are two of these rooms mirrored on each side of the house)

OceanfrontVilla/Pool/HotTub/8bedroom

8 bedrooms·6 baths

Redington Shores • Florida

5(4 reviews)

$ 8.072,88 USD totaal voor 3 nachten

22–25 nov 2026

Kitchen and Dining Area

The Walters

3 bedrooms·2 baths

St. Petersburg • Florida

5(21 reviews)

$ 785,35 USD $ 748,35 USD totaal voor 3 nachten

18–21 nov 2026

Pond-side ART-home with private pool. DOGS WELCOME

5 bedrooms·3 baths

Pinellas Park • Florida

5(20 reviews)

$318/ nacht(excl. kosten & belastingen)

Dive into vacation mode with a sunny pool and playful float.

Resort-style St. Pete retreat with pool, game room & outdoor dining

Gather around the waterfront fire-pit seating area.

Tiki-style backyard bar with TV, ambient lighting, and private patio seating

Make game night a highlight of your stay with the foosball table.

2 Homes - 4 MN to Madiera BCH - Hottub - HTD Pool

7 bedrooms·6 baths

St. Petersburg • Florida

$ 2.335,00 USD totaal voor 3 nachten

18–21 nov 2026

Florida Beachside Home

Florida Beachside Home

Florida Beachside Home

Florida Beachside Home

Florida Beachside Home

Florida Beachside Home

2 bedrooms·2 baths

Walton County • Florida

5(12 reviews)

$ 739,50 USD totaal voor 3 nachten

18–21 nov 2026

Beach Living & Shuffleboard

16100 2nd St - Web Quality (4)

Full-Equipped Kitchen for making family meals

16100 2nd St - Web Quality (22)

She's A Shore Thing

3 bedrooms·2 baths

Redington Beach • Florida

$ 1.568,58 USD totaal voor 3 nachten

21–24 nov 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)

$ 1.112,22 USD totaal voor 3 nachten

12–15 jun 2027

Property grounds

Private kitchen

Beachfront Condo at La Contessa!, 3BD/3BA, Poolside Cabana, Private Fishing Pier

3 bedrooms·3 baths

Redington Beach • Florida

5(12 reviews)

$ 11.215,25 USD totaal voor 30 nachten

18 nov – 18 dec 2026

Jacuzzi/ Pool #1

Vibrant 2BR/2BA w/ King Bed | Pool, Gym #11

2 bedrooms·2 baths

Tampa • Florida

5(10 reviews)

$ 690,43 USD $ 636,64 USD totaal voor 3 nachten

18–21 nov 2026

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

1 bedroom·1 bath

Madeira Beach • Florida

$ 587,00 USD totaal voor 3 nachten

18–21 nov 2026

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

1 bedroom·1 bath

Madeira Beach • Florida

$ 587,00 USD totaal voor 3 nachten

18–21 nov 2026

Jacuzzi/ Pool #1

Modern 2BR | Pool, Gym + Pet-Friendly #12

2 bedrooms·2 baths

Tampa • Florida

5(2 reviews)

$ 678,00 USD $ 625,46 USD totaal voor 3 nachten

18–21 nov 2026

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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 totaal voor 7 nachten

18–25 nov 2026

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

13 bedrooms·7 baths

Tampa • Florida

$ 9.522,24 USD totaal voor 3 nachten

18–21 nov 2026

Casa Noir by Perez Benitez image 1

Casa Noir by Perez Benitez image 2

Casa Noir by Perez Benitez image 3

Casa Noir by Perez Benitez image 4

Casa Noir by Perez Benitez image 5

Casa Noir by Perez Benitez

4 bedrooms·2 baths

St. Petersburg • Florida

5(6 reviews)

$300/ nacht(excl. kosten & belastingen)

Your own private tropical escape, made for slowing down and soaking it all in. Lounge beneath the palms, gather around the fire pit, and watch the Florida sky light up at sunset. Relax, reconnect, and let vacation mode take over.

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.

Coastal dining room at Sun Oasis — a farmhouse-style table set for six with blue place settings and teal glassware, teal front door visible beyond, flowing into the living room.

Private screened pool with lounge chairs and easy indoor-outdoor access

Primary bedroom — king bed with coastal luxury bedding, wall-mounted smart TV, and direct sliding glass door access to the private screened pool.

Sun Oasis Heated Pool Game Room and Wood Fire Pit Near St Pete Beaches

3 bedrooms·2 baths

St. Petersburg • Florida

5(72 reviews)

$ 1.112,42 USD totaal voor 3 nachten

8–11 dec 2026

Elegant dinning room overlooking Lanai into the pool deck.

Kayaks, putting green, heated pool, fire pit, enclosed lanai with extended seating underneath the gazebo.

Waterfront Access, Heated Pool, Mini Golf & Kayaks

Waterfront Access, Heated Pool, Mini Golf & Kayaks

Waterfront Access, Heated Pool, Mini Golf & Kayaks

5 bedrooms·3 baths

Tampa • Florida

4.77(43 reviews)

$ 2.719,84 USD totaal voor 3 nachten

18–21 nov 2026

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

2 bedrooms·2 baths

Madeira Beach • Florida

5(31 reviews)

$ 1.350,35 USD totaal voor 3 nachten

27–30 nov 2026

Park & Pool Across the Street and 9 Mins to Beach

Park & Pool Across the Street and 9 Mins to Beach

Park & Pool Across the Street and 9 Mins to Beach

Park & Pool Across the Street and 9 Mins to Beach

Park & Pool Across the Street and 9 Mins to Beach

Park & Pool Across the Street and 9 Mins to Beach

4 bedrooms·2 baths

St. Petersburg • Florida

4.95(43 reviews)

$ 7.770,00 USD totaal voor 30 nachten

18 nov – 18 dec 2026

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

7 bedrooms·7 baths

Madeira Beach • Florida

$ 6.254,55 USD totaal voor 3 nachten

18–21 nov 2026

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

2 bedrooms·2 baths

Madeira Beach • Florida

$ 1.939,72 USD totaal voor 3 nachten

18–21 nov 2026

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$ 1.750,17 USD totaal voor 3 nachten

18–21 nov 2026

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$ 1.641,21 USD totaal voor 3 nachten

18–21 nov 2026