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.

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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

Mar 16 – 23

G$28,565 GYD per night

Guest favorite

Apartment in Clearwater

4.99 out of 5 average rating, 352 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.

Jan 4 – 11

G$30,999 GYD per night

Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 457 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.

Oct 29 – Nov 5

G$22,158 GYD per night

Guest favorite

Guest suite in Largo

4.95 out of 5 average rating, 233 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!

Feb 23 – Mar 2

G$19,292 GYD per night

Guest favorite

Condo in Clearwater

4.92 out of 5 average rating, 225 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 26 – Jan 2

G$194,339 GYD per night

Guest favorite

Guest suite in Largo

4.97 out of 5 average rating, 313 reviews

Private Pool, Jacuzzi, Walk to Beach.

This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee and tea. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

Aug 14 – 21

G$23,886 GYD per night

Guest favorite

Condo in Redington Beach

4.94 out of 5 average rating, 356 reviews

Beach Condo, Heated Pool, 2 Minute Walk to Ocean

🏌️‍♂️ Golf courses only 15 minutes away! 🏝 Beach 2 minute walk! 💻 Free WIFI, cable TV, Netflix! 🍤 5 minute walk from dine-in restaurant 🏊🏻‍♂️ Private heated saltwater pool literally right outside your room 🏠 Kitchenette and full refrigerator, on-site washer/dryer, beautiful gated courtyard with grill, sun chairs and umbrellas 🏖 Beach chairs, umbrella, and cooler included 🚲 Rent bicycles and jet skis nearby ✈️ 25 minutes from PIE airport ✈️ 35 minutes from TPA airport

Jun 21 – 28

G$20,414 GYD per night

Superhost

Condo in Clearwater

4.83 out of 5 average rating, 119 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!!

Nov 4 – 11

G$24,835 GYD per night

Guest favorite

Condo in Treasure Island

4.97 out of 5 average rating, 119 reviews

Funshine Pointe Capri - Pool on the Intercoastal!

Located just 2 blocks from the white sandy beaches of Treasure Island is this bright and airy condo with everything you need for a relaxing stay right on the intercoastal waterway. This condo features chic beachy décor with open plan living, a fully equipped kitchen, a sparkling bathroom and a spacious bedroom along with a pool overlooking the water, with a grill and a place to go fishing. Walk to the restaurants & shops a few blocks away.

Sep 22 – 29

G$27,230 GYD per night

Guest favorite

Condo in St. Pete Beach

4.91 out of 5 average rating, 207 reviews

Sunset Beach Condo in Treasure Island

Enjoy a beach getaway in this newly renovated 1 bedroom/1 bath (one queen, twin pull out sofa and single bed foldout) condo with partial water views. This top floor condo (2nd floor) is equipped with new stainless steel appliances, new dishwasher and beach front pool. The perfect relaxation! Great view from the balcony. Across the street from the beach. Harbor House in Sunset Beach, is located on the southern tip of Treasure Island.

Sep 17 – 24

G$24,600 GYD per night

Guest favorite

Apartment in Clearwater

4.85 out of 5 average rating, 267 reviews

Surf n Sand Studio Apartment by the Water 10

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 17 – 24

G$17,379 GYD per night

Guest favorite

Condo in Madeira Beach

4.88 out of 5 average rating, 272 reviews

**COZY CORNER RETREAT**JUST STEPS TO THE BEACH

The private cozy studio is just minutes from the beach and Johns Pass. We welcome you to take a couple days, to just get away. Enjoy the pool or the soft sandy beaches. We are excited to be your host giving you a place to go to have a beach vacation. Relax at the pool or watch the sunsets. Enjoy the shopping, food, and live entertainment at Johns Pass.

Nov 10 – 17

G$20,653 GYD per night