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Vacation rentals in Clearwater, Florida, United States

Beautiful Waterfront Condo short walk to the beach image 1

Beautiful Waterfront Condo short walk to the beach image 2

Beautiful Waterfront Condo short walk to the beach image 3

Beautiful Waterfront Condo short walk to the beach image 4

Beautiful Waterfront Condo short walk to the beach image 5

Beautiful Waterfront Condo 8 min walk to the beach

3 bedrooms·2 baths

Indian Rocks Beach • Florida

$ 4.642,15 USD $ 3.804,52 USD totaal voor 29 nachten

7 okt – 5 nov 2026

Outdoor seating with Heated Pool

Pool Home-Close to Beach/St Pete

3 bedrooms·2 baths

Largo • Florida

$213 – $391/ nacht(excl. kosten & belastingen)

Private backyard retreat with hot tub, fire pit & outdoor dining under café lights

Relax under the courtyard pergola beside the fire table in your private outdoor lounge.

Evening fire pit seating for the whole group, plus BBQ grill and outdoor dining

Relax in the hot tub beneath the pergola with bar seating and ambient string lights.

Comfortable Seating for Family Movie Nights

The Salted Dream House

5 bedrooms·2½ baths

Largo • Florida

$ 1.840,80 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Welcome to Emperor Rentals!

Whether you seek a tranquil spot to read a book or engage in captivating conversations with fellow guests, this outdoor haven offers the perfect setting.

Featuring a plush blue couch that beckons you to sink in and relax.

Immerse yourself in the spaciousness of the room, allowing you to unwind and rejuvenate after a long day of adventure.

Tidal Retreat

2 bedrooms·2 baths

Indian Rocks Beach • Florida

5(4 reviews)

$ 825,47 USD totaal voor 3 nachten

10–13 okt 2026

Twin Oaks | Pool, Tiki Bar, Fire Pit | 5 Min Beach

A beautifully appointed coastal living room featuring a white brick fireplace with blue accents, a marlin wall sculpture, built-in shelving, and plush nautical-themed seating at Twin Oaks Coastal Luxury.

A bright, airy second living space with white slipcovered sofas, a distressed wood coffee table, starfish accents, and large plantation shuttered windows overlooking lush Florida greenery.

Castaway's Respite, a serene double-queen bedroom at Twin Oaks Coastal Luxury, features coastal patchwork quilts, seashell wall art, warm wood headboards, and a soft, beachy feel that sleeps four comfortably.

Twin Oaks Tiki Bar

Twin Oaks | Pool, Tiki Bar, Fire Pit | 5 Min Beach

4 bedrooms·3 baths

Largo • Florida

5(51 reviews)

$ 1.306,89 USD totaal voor 3 nachten

5–8 okt 2026

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

4 bedrooms·3 baths

Clearwater • Florida

4.78(9 reviews)

$ 1.696,00 USD totaal voor 3 nachten

28 sep – 1 okt 2026

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 totaal voor 3 nachten

28 sep – 1 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 totaal voor 3 nachten

15–18 nov 2026

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 totaal voor 3 nachten

28 sep – 1 okt 2026

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

$ 2.088,24 USD totaal voor 3 nachten

28 sep – 1 okt 2026

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9 bedrooms·4 baths

Largo • Florida

$ 2.730,08 USD totaal voor 3 nachten

28 sep – 1 okt 2026

PALM HARBOR| Heated Pool| Games| Office

Step into the spacious dining room that exudes the elegance of a magazine cover.

The adults enjoy a relaxed conversation, occasionally glancing over at the children, full of energy and enthusiasm, are happily engaged in their playful activities in the pool.

A dining table, capable of accommodating up to 10 guests, takes center stage, beckoning family reunions and memorable gatherings with friends.

PALM HARBOR| Heated Pool| Games| Office

PALM HARBOR| Heated Pool| Games| Office

4 bedrooms·2 baths

Palm Harbor • Florida

5(38 reviews)

$ 1.312,00 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Dining room with views of the pool.

Enjoy golden hour from the private outdoor deck and pool.

Open layout kitchen and living room.

Cozy living room.

Enjoy a game of air hockey or ping pong.

Paradise Passage

4 bedrooms·3 baths

Seminole • Florida

$ 1.335,11 USD $ 1.201,56 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Sand Castle III #603

Sand Castle III #603

Sand Castle III #603

Sand Castle III #603

Sand Castle III #603

Sand Castle III #603

3 bedrooms·2 baths

Indian Shores • Florida

$ 2.987,73 USD totaal voor 7 nachten

28 sep – 5 okt 2026

Sand Castle II #2703

Sand Castle II #2703

Sand Castle II #2703

Sand Castle II #2703

Sand Castle II #2703

Sand Castle II #2703

3 bedrooms·2 baths

Indian Rocks Beach • Florida

$ 2.601,32 USD totaal voor 7 nachten

28 sep – 5 okt 2026

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 1

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 2

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 3

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 4

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 5

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona

2 bedrooms·1 bath

Palm Harbor • Florida

4.85(62 reviews)

$ 1.195,00 USD totaal voor 4 nachten

28 sep – 2 okt 2026

3 bed/2 bath Home W/ Gulf Water Access image 1

3 bed/2 bath Home W/ Gulf Water Access image 2

3 bed/2 bath Home W/ Gulf Water Access image 3

3 bed/2 bath Home W/ Gulf Water Access image 4

3 bed/2 bath Home W/ Gulf Water Access image 5

3 bed/2 bath Home W/ Gulf Water Access

3 bedrooms·2 baths

Palm Harbor • Florida

4.74(50 reviews)

$ 1.450,00 USD $ 1.387,50 USD totaal voor 5 nachten

26–31 mrt 2027

Waterview Condos #403

Waterview Condos #403

Waterview Condos #403

Waterview Condos #403

Waterview Condos #403

Waterview Condos #403

2 bedrooms·2 baths

Indian Rocks Beach • Florida

$ 1.445,56 USD totaal voor 6 nachten

28 sep – 4 okt 2026

Comfy Living Room with 55" TV

Center Open view

Kitchen w/beverage fridge

Indian Rocks Beach only 2.5 miles - 4 bed & 2 bath

4 bedrooms·2 baths

Seminole • Florida

$ 1.401,75 USD totaal voor 3 nachten

16–19 okt 2026

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 1

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 2

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 3

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 4

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 5

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber

2 bedrooms·1 bath

Palm Harbor • Florida

4.86(74 reviews)

$ 762,00 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Mariner's Pointe #203

Mariner's Pointe #203

Mariner's Pointe #203

Mariner's Pointe #203

Mariner's Pointe #203

Mariner's Pointe #203

2 bedrooms·2 baths

Indian Shores • Florida

$ 1.752,83 USD totaal voor 7 nachten

28 sep – 5 okt 2026

Sea Shell #17

3 bedrooms·2½ baths

Indian Shores • Florida

$ 1.687,66 USD totaal voor 7 nachten

28 sep – 5 okt 2026

Mariner's Pointe #401

Mariner's Pointe #401

Mariner's Pointe #401

Mariner's Pointe #401

Mariner's Pointe #401

Mariner's Pointe #401

2 bedrooms·2 baths

Indian Shores • Florida

$ 1.720,24 USD totaal voor 7 nachten

28 sep – 5 okt 2026

Mariner's Pointe #402

Mariner's Pointe #402

Mariner's Pointe #402

Mariner's Pointe #402

Mariner's Pointe #402

Mariner's Pointe #402

2 bedrooms·2 baths

Indian Shores • Florida

$ 1.720,24 USD totaal voor 7 nachten

28 sep – 5 okt 2026