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Holiday 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
Home in Clearwater Beach
Clearwater Beach Townhome w/Game Room & Boat Slip!
PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when
12–19 Sept, Individual Host
£664 per night
Guest favourite
Apartment 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
7–14 Dec
£184 per night
Superhost
Home in Indian Rocks Beach
Stunning views! Spot dolphins from the pool!
BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!
15–22 Feb, Professional Host
£752 per night

Popular amenities for Clearwater Beach rentals with a pool

House rentals with a pool

Guest favourite
Home in Indian Rocks Beach
Piece of paradise in Indian Rocks Beach.
9–16 Aug, Individual Host
£416 per night
Guest favourite
Home in Treasure Island
Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
12–19 Jan, Professional Host
£765 per night
Guest favourite
Home in Largo
Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach
28 Apr – 5 May, Individual Host
£228 per night
Guest favourite
Home in Seminole
Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-
19–26 Sept, Individual Host
£292 per night
Guest favourite
Home in Largo
The Paradise Cove No. 1
4–11 Aug, Professional Host
£177 per night
Guest favourite
Home in Largo
Bit Of Heaven Pet Free heated pool 10 min 2 beach
7–14 May, Individual Host
£232 per night
Guest favourite
Home in Indian Rocks Beach
Beachfront Bungalow w/ Pool & Hot Tub in IRB
22–29 Jan, Professional Host
£561 per night
Guest favourite
Home in Indian Rocks Beach
Pool-Hot tub-Golf Cart-Steps to Beach-Pet friendly
6–13 Sept, Individual Host
£325 per night
Guest favourite
Home in Clearwater
Relax in Clwter Beach Paradise!
16–23 Jul
£590 per night
Guest favourite
Home in Indian Rocks Beach
Beautiful Outdoor Oasis close to the beach!
21–28 Feb, Individual Host
£488 per night
Guest favourite
Home in Treasure Island
This Treasure Island Beach Condo Awaits you!
13–20 Dec
£199 per night
Guest favourite
Home in Indian Rocks Beach
Waterfront Elegance: Heated Pool, Golf Cart, Games
16–23 Nov
£797 per night

Apartment rentals with a pool

Guest favourite
Apartment in St. Pete Beach
Sunset Beach Condo in Treasure Island
21–28 Nov
£112 per night
Superhost
Apartment in Treasure Island
Newest Beach Condo Resort in Treasure Island
4–11 Dec
£380 per night
Guest favourite
Apartment in Clearwater
Cozy Getaway close to Clearwater Beach
13–20 Oct, Individual Host
£120 per night
Guest favourite
Apartment in Clearwater
✔Waterfront |3BR |2Kings |Pool |Balcony |Beach
20–27 Oct, Individual Host
£492 per night
Guest favourite
Apartment in Largo
Modern and Cozy Condo 6 Minutes from the Beach !
14–21 Aug, Professional Host
£109 per night
Superhost
Apartment in St Pete Beach
Private Oasis Studio and Upham Beach -POOL & PATIO
3–10 Sept, Professional Host
£131 per night
Superhost
Apartment in Redington Beach
Condo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
6–13 Nov
£108 per night
Guest favourite
Apartment in Treasure Island
Luxury Beachfront Condo with Spectacular Sunsets!
17–24 Oct, Professional Host
£192 per night
Guest favourite
Apartment in Saint Pete Beach
Gulf Strand Beach Resort
1–8 Nov, Individual Host
£226 per night
Guest favourite
Apartment in Redington Beach
2min walk to the beach/pool, BBQ/great area, RO110
28 Aug – 4 Sept, Individual Host
£113 per night
Superhost
Apartment in Clearwater
Sandy Feet Retreat
22–29 Nov, Professional Host
£296 per night
Guest favourite
Apartment in Indian Shores
Sandy Shores Beachfront Condo
23–30 Aug
£276 per night

Quick stats about holiday 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

£39 before taxes and fees

Destinations to explore