Vacation rentals with a pool in Sand Key, Clearwater

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sand Key, Clearwater

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

Dec 6 – 13

€ 134 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

Aug 12 – 19

€ 717 per night

Superhost

Home in Indian Rocks Beach

4.86 out of 5 average rating, 305 reviews

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!

Aug 28 – Sep 4

€ 836 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!

Oct 26 – Nov 2

€ 102 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.

Sep 2 – 9

€ 660 per night

Guest favorite

Home in Indian Rocks Beach

4.98 out of 5 average rating, 99 reviews

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Beach front house with a saltwater pool! This 2 bedroom, two bath house is equipped with a newly renovated kitchen and new appliances. You will have your own private beach access with 2 outdoor showers. The outdoor dining area is perfect for dinner under the sunset. We are stocked with beach chairs, umbrellas, pool/beach toys, & floats. Close to parks, restaurants, & across the street from a small grocery store. Perfect for families or couples looking for a getaway in the sunshine state.

Jan 14 – 21

€ 667 per night

Guest favorite

Guest suite in Largo

4.97 out of 5 average rating, 317 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 23 – 30

€ 125 per night

Guest favorite

Condo in Clearwater

4.93 out of 5 average rating, 123 reviews

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

PRIVATE END UNIT, King size bed, Free wifi & Parking, Heated Pool ! Safe and secure complex close to beaches, shopping, supermarkets, restaurants and golf courses. The Condo is located at the second (top) floor in a very quiet area. The complex is only 3 miles away from beautiful Clearwater Beach which has been consistently and constantly rated as one of the Best Beaches in America. Each sunset over the Gulf of Mexico paints a scene as unique as the beaches that line its shores.

Sep 30 – Oct 7

€ 153 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!

Dec 17 – 24

€ 164 per night

Guest favorite

Cottage in Indian Rocks Beach

4.96 out of 5 average rating, 293 reviews

Private Heated pool/spa home!

Pool heat available. Swim all year! FIVE STAR CLEAN. WIFI GAME STRONG. WORK REMOTE, KEEP KIDS BUSY, BREATHE CLEAN SALT AIR. BTR#1735 Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with private oasis all to yourself. Just step out the front door and walk 7 homes to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about us, our place, our style.

Nov 25 – Dec 2

€ 474 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.

Dec 10 – 17

€ 95 per night

Guest favorite

Condo in Clearwater

4.87 out of 5 average rating, 119 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

***Please message us about latest discounts and offers*** 1 BEDROOM / 1 BATH CONDO APARTMENT MINUTES AWAY FROM PRISTINE CLEARWATER BEACHES, WATER SPORTS, AND LOTS OF FAMILY ATTRACTIONS!!! HEATED SWIMMING POOL, GYM, FAST WIFI INTERNET, CABLE TV, NETFLIX!

Nov 12 – 19

€ 135 per night