Vacation rentals with a pool in Clearwater Beach Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Clearwater Beach Island

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

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Guest favorite

Condo in Largo

4.89 out of 5 average rating, 180 reviews

Modern and Cozy Condo 6 Minutes from the Beach !

This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

Oct 26 – Nov 2

ﺩ.ﺇ386 per night

Guest favorite

Home in Clearwater Beach

4.97 out of 5 average rating, 197 reviews

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

Dec 31 – Jan 7

ﺩ.ﺇ4,145 per night

Guest favorite

Apartment in Clearwater

4.99 out of 5 average rating, 356 reviews

Private studio attached to house. Pool&bikes

Completely private A/C studio, bathroom & your own private saltwater pool. Studio attached to house. No cleaning fee. 1 block W to Edgewater trail. Beautiful sunsets on water. 1 block E to famous Pinellas trail. Stroll to downtown Dunedin or TD Stadium. Cruiser bikes provided. Drive, Uber, trolley or bike 4.5 miles to Clearwater Beach or Honeymoon Island. Near restaurants, shops, dancing, kayaking, fishing, boating, biking, baseball, etc! Space is not appropriate for under 18, pets, parties.

Dec 16 – 23

ﺩ.ﺇ521 per night

Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 459 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Nov 9 – 16

ﺩ.ﺇ396 per night

Guest favorite

Guest suite in Largo

4.95 out of 5 average rating, 234 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

Dec 4 – 11

ﺩ.ﺇ323 per night

Guest favorite

Condo in Clearwater

4.92 out of 5 average rating, 232 reviews

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Dec 9 – 16

ﺩ.ﺇ2,225 per night

Guest favorite

Apartment in Clearwater

4.83 out of 5 average rating, 101 reviews

☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔

No hidden fees! No complicated checkout instructions! We make it easy for our guests. ☞ 2 min walk to the beach ☞ Free parking ☞ Heated pool ☞ AC ☞ Self check-in We provide essentials (linen, towels, toilet paper, shampoo, soap, etc.) at the beginning of your stay. We recommend getting more supplies for more extended stays. 648 Poinsettia Ave Clearwater Beach 33767 Location, location, location! 500 feet to the beach 500 feet to a park and playground 0.2 mile to public tennis courts

Oct 28 – Nov 4

ﺩ.ﺇ584 per night

Superhost

Condo in Clearwater

4.83 out of 5 average rating, 120 reviews

Cozy Getaway close to Clearwater Beach

Modern and cozy one-bedroom condo 10 min away from gorgeous Clearwater Beach. It’s comfortable, high-quality, a quiet corner of the community, very clean. It has nice and comfortable furniture, fine sheets, blankets, towels, etc. Spacious fully equipped kitchen and big shower, king-size bed, sleeping sofa & relaxing patio. Beach towels, chairs, umbrella, cooler. TVs in the living room and bedroom, Full cable, ROKU. Heated pool, gated community, 24h gym. You’ll enjoy!

Aug 26 – Sep 2

ﺩ.ﺇ519 per night

Guest favorite

Condo in Clearwater

4.99 out of 5 average rating, 106 reviews

Newly Reno Luxury Condo 30 Steps to Paradise

Welcome to our serene top-floor beach condo. This is a two-bedroom, two-bathroom condo in the heart of Clearwater Beach. This ocean-side condo is steps from the country's #1-rated beach and less than a five-minute walk from top restaurants and shopping. Clearwater Beach is renowned for its award-winning beaches, incredible restaurants, and lively nightlife. We have made every effort to make this condo a home away from home! We hope you enjoy our piece of paradise.

Jan 26 – Feb 2

ﺩ.ﺇ2,596 per night

Guest favorite

Bungalow in Dunedin

4.89 out of 5 average rating, 185 reviews

Cozy Park Model RV with Sun Room. No pets

A relaxing space great for beach lovers, cyclist , and people who love the outdoors. Close to beaches restaurants and historic Downtown Dunedin. Located in the Dunedin RV Resort . Honeymoon Island State Park is 3 miles, Clearwater Beach is about 9 miles. Jolly Trolley goes to Clearwater Beach St Petersburg , Tarpon Springs where the sponge docks are. Greek Food and pastries are amazing in Tarpon Springs. NO PETS

Aug 16 – 23

ﺩ.ﺇ289 per night

Guest favorite

Apartment in Clearwater

4.86 out of 5 average rating, 169 reviews

Surf n Sand Studio Apartment by the Water 14

Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. Our Airbnbs are all unique. Some include neon signs, some the original colorful subway tiles, and others terrazzo floors. You will be staying at the exact Airbnb as pictured on the listing. We seek to keep the properties original and authentic by implementing repairs instead of replacements.

Nov 15 – 22

ﺩ.ﺇ305 per night

Guest favorite

Condo in Clearwater

4.91 out of 5 average rating, 108 reviews

Beachfront Condo with Centerline Sunsets

Stunning beachfront condo on the gulf. Beautiful white sand beach with an on-site heated pool. Unit is located on the fourth floor with gorgeous views of the Gulf. The balcony has a unobstructed beautiful view of the entire beach. Walk right onto the sand and let the stress melt away !!

Jan 19 – 26

ﺩ.ﺇ1,505 per night