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Vacation rentals with a pool in Clearwater Beach

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Top-rated rentals with a pool in Clearwater Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favourite
Condo in Treasure Island
Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach.We have a large one of a kind kitchen that is unique to the Westwinds, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments. Coffee, creamer, and sugar are also provided. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. 50" flat screen TV's with cable also
Guest favourite
Condo in Saint Pete Beach
Gulf Strand Beach Resort
Modern, spacious condo situated directly on beautiful St Pete Beach with a balcony. Miles of white sand and warm clear water. All year round heated swimming pool and hot tub exclusively for guests. Covered patio and barbeque. Fully equipped kitchen with large fridge freezer, dishwasher, cooker and microwave. Washer and dryer in the apartment. Designated free parking space. Steps from large supermarket and many restaurants. Excellent guest services on site and simple check in and out process.
Guest favourite
Condo in Treasure Island
Penthouse Suite, Stunning Views, Pool, King Bed!
Welcome to our lovely King Bedroom beach-front, elevator building, top floor condo, located directly on the beach. Watch the sunset while sitting on the beach, while you stare out the front or back windows, or while you have a drink near the pool. Condo comes with a king size bed, Cable TV, brand new pool + grills on site, 1 parking pass and the view is unbelievable. Beach bars and restaurants within walking distance, short cab to downtown St. Pete, John’s Pass, Pass-a-Grille, and more.

Popular amenities for Clearwater Beach rentals with a pool

House rentals with a pool

Guest favourite
Home in Seminole
Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-
Superhost
Home in Indian Rocks Beach
Heated private pool, 2 king beds, best location!
Guest favourite
Home in Indian Rocks Beach
Piece of paradise in Indian Rocks Beach.
Guest favourite
Home in Largo
The Paradise Cove No. 1
Guest favourite
Home in Largo
Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach
Guest favourite
Home in Largo
Salt Water Pool/Hot Tub 4mi from Gulf Beach-slps 8
Guest favourite
Home in Indian Rocks Beach
Luxe BeachHouseA, Heated Pool, 2 min walk to Beach
Guest favourite
Home in Largo
Cozy 2BR/2BR, heated pool, jacuzzi, 10 min beach
Guest favourite
Home in Clearwater
Spacious Clearwater Home W/ Pool!! Great Location!
Guest favourite
Home in Seminole
*POOL* Bar, Hottub, Central location
Guest favourite
Home in Clearwater Beach
Clearwater Beach Townhome w/Game Room & Boat Slip!
Guest favourite
Home in Seminole
⭐️ UTOPIA! ⭐️ POOL&HOT TUB UPDATED HOME 2 MILE BEACH

Condo rentals with a pool

Guest favourite
Condo in Clearwater
☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
Guest favourite
Condo in Treasure Island
Beach Front Condo, King Sized Bed, STUNNING views!
Guest favourite
Condo in Largo
Modern and Cozy Condo 6 Minutes from the Beach !
Guest favourite
Condo in Tampa
Waterfront condo with sunset views of Tampa Bay.
Guest favourite
Condo in Redington Beach
Beach Condo, Heated Pool, 2 Minute Walk to Ocean
Guest favourite
Condo in Treasure Island
Exquisite, Modern Waterfront Condo, A Hidden Gem!
Guest favourite
Condo in Saint Petersburg
PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Guest favourite
Condo in Clearwater
Beachfront in exclusive resort
Guest favourite
Condo in Indian Shores
Sandy Shores Beachfront Condo
Guest favourite
Condo in Treasure Island
Funshine Pointe Capri - Pool on the Intercoastal!
Guest favourite
Condo in St. Pete Beach
Sunset Beach Condo in Treasure Island
Superhost
Condo in Redington Beach
Condo II:Beach 2 min walk:Heated Pool:2Bikes:Grill

Quick stats about vacation rentals with a pool in Clearwater Beach

Total rentals

960 properties

Rentals with dedicated workspaces

440 properties have a dedicated workspace

Pet-friendly rentals

150 properties allow pets

Family-friendly rentals

530 properties are a good fit for families

Total number of reviews

26K reviews

Nightly prices starting at

$68 CAD before taxes and fees

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