Holiday rentals with a pool in Palm Harbor

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

5 out of 5 average rating, 133 reviews

Coastal Escape: heated saltwater pool & playground

★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

4.93 out of 5 average rating, 160 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

The outdoor area features a heated pool with crystal-clear water, surrounded by a screened lanai. Comfortable lounge chairs are placed nearby, providing ideal spots for relaxation. Tropical plants enhance the space, framing a serene environment perfect for swimming and sunbathing.

4.9 out of 5 average rating, 128 reviews

Heated Pool, 10 min to Beach, Close to Restaurants

Welcome to Turtle House! Perfectly situated in the heart of Palm Harbor lies this gem. Enjoy a completely renovated private heated pool, and with a quick and convenient access to US19 enjoy shopping, restaurants or local beaches. Perfect for families, couples, and anyone who needs the space to spend time together or enjoy some privacy for enjoyment and relaxation. 10% discount for Military, First Responders, Teachers, friends and family - book & message me, I'll apply the discount, that's it!

A serene outdoor space features a heated saltwater pool with gentle lighting, surrounded by a screened enclosure. Comfortable seating areas are arranged nearby, with a covered space for relaxation and an outdoor bar in the background, creating an inviting atmosphere for leisure and gatherings.

4.95 out of 5 average rating, 110 reviews

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.

A spacious outdoor area features a dining table surrounded by chairs, with a large pool reflecting the blue sky. Tropical plants and palm trees add greenery, while a sign reading 'Clearwater' enhances the relaxed vibe. Bright umbrellas provide shade for the inviting lounging spots.

4.9 out of 5 average rating, 135 reviews

Casa Palmera! *Heated Pool!

Step into relaxation as you enter this tropical pool home, centrally located to everything one would need staying in Clearwater! This 4 bedroom, 2 bath home has been meticulously curated to give our guests the best experience imaginable during their stay on the west coast of Florida. Only 5 miles from world renown Clearwater Beach, 1 mile from the Phillies spring training site, less than 2 miles from some of the best local eateries in Safety Harbor and Dunedin. Come stay at Casa Palmera!

4.88 out of 5 average rating, 243 reviews

A modern dining area features a round glass table set for six, surrounded by white chairs. A unique blue chandelier hangs above, while large windows offer a view of the water. The kitchen area is equipped with white cabinetry and stainless steel appliances.

Flat in Clearwater Beach

Waterfront Modern Chic #1 Clearwater Beach

This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

Guest suite in Tarpon Springs

A heated saltwater pool is surrounded by lush tropical landscaping, with clear blue water reflecting the sky above. A colorful float rests on the water's surface. The screened enclosure provides a barrier while allowing for views of the serene outdoor space.

4.96 out of 5 average rating, 137 reviews

Private pool suite in heart of Tarpon Springs!

Charming private suite in a safe, serene neighborhood—just minutes from beaches, Downtown Tarpon, Sponge Docks & Sunset Beach! Your cozy retreat features a private entrance, queen bed, fast WiFi, cable television, a full kitchen & heated in-ground pool. Explore Tarpon Springs and the Pinellas Trail on provided bikes, then unwind at Sunset Beach with provided beach towels, chairs, umbrellas, toys, cooler & sunscreen. This space is a perfect blend of comfort, convenience & coastal charm!

4.96 out of 5 average rating, 375 reviews

A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.

Home in Tarpon Springs

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

This home is ideally located near Florida's beautiful Sunset Beach and Howard Park Beach - only 17 miles from Clearwater Beach. Take a short ride to world famous attractions like Disney, or Busch Gardens. Don't settle for a hotel when you and your guests can enjoy a home with a gas grill, multiple patios, large kitchen/family room, a large 4K TV and a private jacuzzi/pool with gas heater *option. It's a perfect place for creating family memories or getting together with old friends.

A screened-in private pool surrounded by a spacious deck is visible, featuring colorful floatation rings resting on the water. Comfortable seating areas are arranged nearby, with overhead lighting softly illuminating the space. Lush greenery can be seen in the background, enhancing the serene atmosphere.

4.95 out of 5 average rating, 159 reviews

Tropical Getaway w/Heated Pool & King Beds

Welcome to our sun-kissed getaway in sunny Palm Harbor! You'll find a fully stocked kitchen, a private heated pool, and comfortable accommodations for up to 6 guests. Whether relaxing on one of our award-winning beaches, playing a round of golf, or exploring Tampa Bay's fun spots, there's something for everyone to enjoy. Just a quick note: Because of a family member's allergies, we're not able to allow any animals on the property, including ESAs. Thanks so much for understanding!

Townhouse in Clearwater Beach

The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.

4.99 out of 5 average rating, 119 reviews

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.

An inviting outdoor space features a heated saltwater pool framed by paved stones. Two lounge chairs are positioned nearby on a grassy area, alongside a modern seating arrangement. Lush green plants in white planters enhance the environment, and wooden fencing provides privacy.

4.91 out of 5 average rating, 116 reviews

Pet-friendly Beach Home with Heated Pool & Spa

Relax in style at our modern beach home, boasting a spacious layout and easy access to local attractions. Dive into pure Beach Bliss with a heated saltwater pool (Nov 1 - May 1) and a soothing hot tub—your perfect getaway awaits! Nestled in a peaceful, safe and friendly neighborhood near Eagle Park, just minutes from Clearwater and Indian Rocks Beaches, enjoy scenic bike trails and local attractions. Bring your furry friends along for a pet-friendly adventure!

A spacious screened-in patio features comfortable seating arrangements with wicker armchairs, designed for relaxation. A circular table sits at the center, accompanied by a fire pit. The saltwater pool glistens in the background, surrounded by tropical greenery and ample natural light.

4.95 out of 5 average rating, 112 reviews

FREE Heated Pool & Spa l Book your Winter Vacation

Bring the whole family to paradise with plenty of room for fun! Enjoy a private heated saltwater pool 💦, nearby beaches 🏖️, and all the space you need in this 5-bedroom home 🏡. Enjoy amenities and games galore 🎯🎲! 📍 **Nearby Beaches:** 🌊 Crystal Beach – 10 min 🌴 Honeymoon Beach – 13 min 🌅 Sunset Beach – 20 min ☀️ Clearwater – 30 min *⚠️ Pool & spa are saltwater and heatable—pool up to 80°F, spa up to 104°F. Temps may vary due to weather.*

Popular amenities for Palm Harbor rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A screened-in saltwater pool is surrounded by a spacious patio area featuring several lounge chairs. Clear blue water reflects sunlight, while a basketball hoop is positioned above the pool's edge. The serene outdoor space encourages relaxation and leisure.

5 out of 5 average rating, 34 reviews

Paradise Found Honeymoon Beach, Heated Salt Pool

A spacious living area features a large grey sectional sofa adorned with orange and blue accent pillows. A marble coffee table sits in front, while a ceiling fan is visible above. Light enters through large windows, illuminating the open layout connecting to a dining area.

4.97 out of 5 average rating, 34 reviews

The Coastal Calm - Entire Unit

4.99 out of 5 average rating, 261 reviews

A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.

Home in Port Richey

Heated & Screened in Pool-All Essentials Provided

4.91 out of 5 average rating, 125 reviews

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

Home in Forest Hills

Heated Pool • Near Tarpon & Gulf Beaches 5 mi

A spacious pool area features a crystal-clear pool surrounded by a sun deck. Lounge chairs are set around the pool, with a screened patio providing shade. Decorative planters are placed along the perimeter, and the exterior of the house is partly visible, showcasing a light color.

4.98 out of 5 average rating, 131 reviews

Feels Like Home - 3/2 pool home that sleeps 6

4.91 out of 5 average rating, 55 reviews

Private Pool! Tropical Beaches! Palm Harbor, FL

An outdoor area features a heated pool surrounded by a screened enclosure, providing a bright and airy setting. Comfortable lounge chairs are positioned nearby, with greenery visible outside the enclosure. Natural light filters through the screens, creating a serene space for relaxation.

4.95 out of 5 average rating, 128 reviews

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr

4.84 out of 5 average rating, 106 reviews

A fenced backyard features a heated swimming pool surrounded by four lounge chairs and two umbrellas. Lush greenery is present in the background, offering shade and a private feel. Sunlight reflects off the clear water, creating a serene outdoor space for relaxation.

Home in Largo

Villa Bella with Heated Pool

Apartment rentals with a pool

4.97 out of 5 average rating, 135 reviews

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

The living room features a spacious sectional sofa in soft blue, complemented by decorative pillows. A large flat-screen TV is mounted on a textured wall, while a coffee table is centered in the area. A wall art piece depicting ocean waves enhances the coastal theme.

4.81 out of 5 average rating, 121 reviews

Seaside Paradise at Clearwater - Resort Style

Apartment in Clearwater Beach

A balcony view features two cushioned chairs adorned with pink pillows, overlooking a quiet street leading to the beach. Palm trees and lush greenery frame the scene, while the ocean is visible in the distance. Bright blue skies enhance the coastal atmosphere.

4.99 out of 5 average rating, 172 reviews

Newly Reno Luxury Condo 30 Steps to Paradise

4.9 out of 5 average rating, 220 reviews

A bright living room features a gray couch with colorful accent pillows, positioned next to a coffee table. Large sliding glass doors open to a view of the patio. A rug with intricate designs lies on the floor, complemented by a cozy accent chair.

Apartment in Largo

Modern and Cozy Condo 6 Minutes from the Beach !

An exterior view of a yellow condo building is depicted, featuring palm trees and shrubs. A pathway leads to a private entrance, while large windows allow ample natural light. The surrounding landscaping creates a welcoming atmosphere in the gated community.

4.96 out of 5 average rating, 134 reviews

Bright and Spacious 1Bed/1Bath condo.

Apartment in Clearwater Beach

A sandy beach stretches under a clear blue sky, with gentle waves reaching the shore. Distant beachfront buildings are visible along the horizon, while a pier appears further along the coastline, providing a serene view of the picturesque environment.

4.85 out of 5 average rating, 120 reviews

Resort living in paradise

Apartment in Clearwater Beach

A panoramic view captures the beach at sunset, showcasing soft white sand and tranquil turquoise waters. The sun sets gently on the horizon, casting warm colors across the sky and illuminating the landscape.

4.93 out of 5 average rating, 153 reviews

Beachfront Condo with Centerline Sunsets

A cozy bedroom is illuminated by natural light streaming through large windows adorned with patterned curtains. A spacious bed is dressed with floral bedding, accompanied by decorative pillows. A bedside table holds a lamp, and a framed art piece enhances the calming atmosphere, with the pool view visible outside.

4.94 out of 5 average rating, 125 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

Other holiday rentals with a pool

4.94 out of 5 average rating, 48 reviews

The dining area features a modern table with gold accents, surrounded by plush gray chairs. A stylish chandelier hangs above, illuminating the space. The open-concept layout offers a clear view of the adjacent kitchen and a spacious living area with a large television.

Villa in Palm Harbor

Villa Luxe~Heated Saltwater Pool~Near Beaches

A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.

5 out of 5 average rating, 55 reviews

Wonderful Condo at Avalon - Fully Renovated

4.63 out of 5 average rating, 134 reviews

A serene waterfront view is presented, showcasing the calm lake reflecting the blue sky and fluffy clouds. The area is lined with vibrant palm trees and a wooden dock. The surrounding buildings feature a light-colored façade, creating a relaxed atmosphere.

Apartment in Palm Harbor

Lakefront Escape | Pool & Dock | 20 Min to Beach

A modern single-story house is set on a manicured lawn, featuring a paved driveway and a two-car garage. In front, two colorful chairs are positioned under the shade of mature trees, enhancing the welcoming entrance of the home.

4.8 out of 5 average rating, 40 reviews

Newly Remodeled*3 Beds*Pool*Game Room*10minBeach

4.87 out of 5 average rating, 70 reviews

Valencia Manor, your Favorite Florida Pool Home!

5 out of 5 average rating, 92 reviews

The Palm Haus • Heated Pool • Near Beach • Games

4.98 out of 5 average rating, 47 reviews

The backyard features a heated pool accompanied by comfortable loungers in vibrant blue. A dining set under a patio umbrella offers shade, while a fire pit with flames creates a cozy gathering area. Soft lights illuminate the scene against a sunset backdrop.

Home in Dunedin

Heated pool, hot tub, game room, 10 min to beach