
Vacation rentals with a pool in Clearwater Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Clearwater Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Steps 2 beach! Beachy and Luxurious! Easy Living!
Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

Modern design in tropical paradise
This beautiful 6-person modern chic condo hotel suite has views of the Gulf of Mexico across the sandy white beach from your private balcony. Your 2 bedrooms include 2 King beds, 2 full large bathrooms and a half bathroom in the hallway. With the use of the full-sized sofa bed, this suite will accommodate 6 people looking for a relaxing get-away. Enjoy watching the sunset into the Gulf of Mexico while enjoying a pre-dinner drink or look for dolphins who love to frolic in the early morning surf.

Blue Sea Renity-2-min walk to beach|Heated Pool
Why guests love Blue Sea Renity ✔ 2-minute walk to Gulf beach with private beach access ✔ Heated resort-style pool ✔ Beach chairs, umbrella, cooler, beach towels & cart included ✔ Accommodates 4 - 1 bedroom/1 bath ✔ Near Clearwater & St Pete - 25 mins from PIE and 45 mins to TPA airports. ✔ Top 1% Airbnb rating, Free Parking Wake up to the smell of the ocean, take a short stroll to the soft white sand, and end your day watching the Gulf sunset paint the sky in shades of orange and pink.

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 our resort, 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. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Five Star Beachfront Condo Newly Renovated
A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

Luxury Oasis • Heated Salt Pool • Near Beaches
Welcome to Paradise Palms 🌴☀️- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

Poolside • Zero Stairs • King Bed • Near Beaches
📍 Prime Clearwater Location — Minutes to the Beaches & Major Airports Stay in the heart of Clearwater, just minutes from the award-winning Clearwater Beach. This central, easy-to-navigate location puts you close to everything you need-grocery stores, restaurants, coffee shops, parks, and top local attractions. Whether you’re planning a beach getaway, family vacation, or remote work stay, this convenient home makes arrival, travel, and exploring the area simple, quick, and stress-free.

Fresh for 2025: Retro Beach Oasis with Color Pop
Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One dog max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Luxury Beach Cottage | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf of Mexico beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

Beach Front Penthouse Riley's Retreat Island Inn
800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

3 Bedroom Waterfront Paradise Sleeps 8
Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Swim-Out Bedrooms, Waterfall pool, Peace Place
Unique tropical oasis complete with 2 swim out bedrooms, Tiki Hut and tiki bar! LGBTQIA + welcome! Hablo Español. Pet haven. Tropical Airbnb retreat! Our unique resort-style heated PRIVATE pool with waterfalls and dual sun-shelves, / in pool loungers, surrounded by lush landscaping, is a private oasis. 3 bedrooms, with Large 3rd bedroom with 2 queen beds At night the outdoor space comes alive with pool and landscape lighting! You wont want to leave the house!
Popular amenities for Clearwater Beach rentals with a pool
House rentals with a pool

The Palm House | Free Heated Pool!

Clearwater Lake House

Tropical Paradise - Private Pool, Spa & BBQ !

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Casa Brisa - Htd. Pool-Unique Bungalows-Hot Tub

Luxury on water & Steps to beach

Heated Pool Home | Close to Clearwater Beach
Condo rentals with a pool

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

Oceanfront View, Spacious Townhouse, Heated Pool

"Jewel At The Shores" Gulf Front, sleeps 5

Best of the Gulf with a View - Sand Castle 1

July 4th Fireworks! | Panoramic Beachfront + Pool

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Beach, dolphin/manatee sightings, fishing, sunsets

~Shore Thing~ Coastal Exquisite Waterfront Condo
Other vacation rentals with a pool

Fall dates avail! Beachfront 2/2 w/Jacuzzi & FP

Wonderful Condo at Avalon - Fully Renovated!

Waterview Lux Beach Apt/Heated Pool/Walk to Beach

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Serena Pool Home close to Indian Rocks Beach

5BR Pool Villa | Game Room | Near Clearwater Beach

Vista Verde East 8-164

Your Slice of Paradise Near Clearwater Beach
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ779 | ﺩ.ﺇ966 | ﺩ.ﺇ1,168 | ﺩ.ﺇ900 | ﺩ.ﺇ723 | ﺩ.ﺇ760 | ﺩ.ﺇ771 | ﺩ.ﺇ646 | ﺩ.ﺇ613 | ﺩ.ﺇ606 | ﺩ.ﺇ668 | ﺩ.ﺇ723 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about vacation rentals with a pool in Clearwater Beach

Total vacation rentals
Explore 1,070 vacation rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 40,930 verified reviews to help you choose

Family-friendly vacation rentals
560 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 250 rentals that welcome pets

Rentals with dedicated workspaces
580 properties have a dedicated workspace

Wi-Fi availability
1,070 of Clearwater Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Clearwater Beach rentals

4.7 Average rating
Clearwater Beach stays receive an average rating of 4.7 out of 5 from guests
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- Anna Maria Island
- Raymond James Stadium
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