Vacation 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, 144 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

5 out of 5 average rating, 101 reviews

The Palm Haus • Heated Pool • Near Beach • Games

Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

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, 129 reviews

Turtle House: Heated Pool, 10m to Beach & Dining!

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, and Teachers - book & message me a photo ID, I'll apply the discount, that's it!

4.91 out of 5 average rating, 130 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

Sunny Pool Home • Near Tarpon & Beaches 5 mi

🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

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, 164 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!

4.71 out of 5 average rating, 110 reviews

A serene backyard is featured, highlighting a sparkling pool surrounded by a spacious deck. Several lounge chairs are positioned nearby for relaxation. Lush artificial grass complements the outdoor space, while wooden fencing provides privacy.

Home in Oldsmar

Private Pool Home Near Clearwater & Tampa

Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

5 out of 5 average rating, 103 reviews

A private backyard pool area is featured, showcasing a clear blue in-ground pool surrounded by lounge chairs and sunbeds with striped cushions. Lush greenery and potted plants add a tranquil touch, while a shaded umbrella stands at one end for comfort.

Guesthouse in Ozona

Private pool, steps to gulf, fishing, bike trails

Escape to your private Palm Harbor oasis! This updated studio features a cozy queen bed, sofa bed, and kitchenette, plus a sparkling in-ground pool reserved just for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or hop on the nearby Pinellas Trail for biking and exploring. Enjoy beaches just minutes away, along with amazing dining, breweries, and live music in historic downtown. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

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.

4.93 out of 5 average rating, 117 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.*

4.95 out of 5 average rating, 189 reviews

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

This stylish place is perfect for family vacation or work trip.. all brand new furnishing and appliances.. heated pool and three TVs for your enjoyment. The home is also conveniently located near many beaches, honeymoon island 6.9 miles Fred Howard park 11 miles ,Clearwater beach 14 miles ,Tampa and St. Pete . Please check house rules for more info. When you book, please put the exact number of guests that are going to be staying at the property.

4.96 out of 5 average rating, 192 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guesthouse in Dunedin

Tiki Hut Cottage

This unit private vacation rental is privately located on the property, plenty of space for 4 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Spacious living area with a kitchenette. The property is an acre of lush tropical plants Conveniently located to the downtown & beach.All our units are non-smoking and vaping.

4.98 out of 5 average rating, 123 reviews

An aerial view of the tropical backyard reveals a spacious layout with colorful lounge chairs and umbrellas scattered across a gravel surface. Several dining areas, outlined by lush greenery, create inviting spots for relaxation and gatherings, surrounded by the tranquility of the natural setting.

Home in Tarpon Springs

Tropical Pool Retreat in Tarpon Springs

Welcome to your sun-kissed Florida escape! - Spacious 3-bedroom home for up to 8 guests - Tastefully decorated living area with smart TVs - Fully equipped kitchen for meal prep - Heated saltwater pool and screened lanai - Game Room with table tennis and foosball - Complimentary bikes for local exploration - Close to Tarpon Springs Sponge Docks and Fred Howard Park

A heated pool is surrounded by lush palm trees, providing a sense of seclusion. A stone statue and decorative elements are featured along the pool's edge. Sunlight reflects off the water, creating a serene atmosphere in this private outdoor oasis.

4.99 out of 5 average rating, 155 reviews

Tropical Oasis Retreat w/ Heated Pool

Welcome to your private backyard oasis. Relax by the heated pool, grill and dine outdoors, all within a fenced-in space. This home is ideally located—just a short drive to Crystal Beach, minutes from downtown Palm harbor, Dunedin and Tarpon Springs, and bike ride away to Pinellas Trail, golf courses, Honeymoon Island, and Clearwater Beach. Pets are welcome

Popular amenities for Palm Harbor rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 44 reviews

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

4.91 out of 5 average rating, 55 reviews

Private Pool! Tropical Beaches! Palm Harbor, FL

4.93 out of 5 average rating, 91 reviews

A screened patio surrounds the inviting pool, providing views of the waterfront. Sunlight glimmers on the clear water, and grassy areas border the pool deck. Nearby boat docks are visible, enhancing the serene atmosphere by the water.

Home in Ozona

Luxe Private Waterfront Getaway with Pool in Ozona

A screened-in outdoor area features a large, heated saltwater pool beside a hot tub, both set on a paved patio. Two lounge chairs are positioned near the pool, with views of a tranquil lake and lush greenery in the background.

4.93 out of 5 average rating, 59 reviews

Owls Nest, Beach Heated saltwater pool/Spa pond

A spacious screened-in pool area is visible, featuring crystal-clear water and sunny reflections. Outdoor seating is arranged nearby, with two light blue chairs and a shaded umbrella providing comfort. Lush greenery surrounds the setting, creating a serene environment for relaxation.

4.77 out of 5 average rating, 35 reviews

Nautical Landings - The Mainsail

Superhost

Home in Crystal Beach

5 out of 5 average rating, 4 reviews

Amazing Heated & Screen Pool w/ Stunning Design!

The saltwater pool is surrounded by palm trees, with the clear blue water reflecting the sunlight. A smooth stone edge frames the pool, enhancing its inviting appearance against the backdrop of a bright blue sky.

4.96 out of 5 average rating, 48 reviews

Palm Harbor Getaway•Pool•Near Beaches & Blue Jays

A serene outdoor space is illuminated by string lights hanging from trees. A winding stone path leads to wooden steps ascending to a deck. Lush green grass surrounds a picnic table positioned on one side, enhancing the tranquil atmosphere of the lakefront setting.

4.97 out of 5 average rating, 33 reviews

Waterfront Gem Near Clearwater • Swim Spa + Nature

Condo rentals with a pool

4.97 out of 5 average rating, 138 reviews

Condo in Clearwater

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

4.97 out of 5 average rating, 207 reviews

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

Condo in Tampa

Tiki Themed Waterfront Condo on Tampa Bay

4.9 out of 5 average rating, 224 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.

Condo in Largo

Modern and Cozy Condo 6 Minutes from the Beach !

Condo 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.

4.94 out of 5 average rating, 155 reviews

Beachfront Condo with Centerline Sunsets

4.99 out of 5 average rating, 211 reviews

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

Condo in Treasure Island

Spectacular beach to bay views from this resort.

4.95 out of 5 average rating, 128 reviews

Condo in Clearwater

Poolside • Zero Stairs • King Bed • Near Beaches

4.9 out of 5 average rating, 197 reviews

A serene pool area is surrounded by lounge chairs and palm trees, with a view of the water in the distance. Soft lighting from overhead strings enhances the setting. The pool depth is marked at 5 feet, and a sun umbrella offers shade.

Condo in Dunedin

Waterfront Resort Condo – Gulf, Beach & Bikes

4.99 out of 5 average rating, 119 reviews

Condo in Clearwater

Literally: 15 steps to the Pool, GroundFloor Condo

Other vacation rentals with a pool

4.92 out of 5 average rating, 53 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

4.89 out of 5 average rating, 88 reviews

Quiet Oceanside Getaway with Pool -Palm Harbor, FL

4.83 out of 5 average rating, 12 reviews

Home in Clearwater

Clearwater Lake House

Superhost

A serene outdoor pool area is highlighted, featuring a crystal-clear solar-heated pool. Two lounge chairs are positioned alongside the pool, with lush greenery providing a natural backdrop. A stacked stone waterfall adds a tranquil touch to the secluded space.

Home in Fox Chase

4.88 out of 5 average rating, 59 reviews

Paradise in Palm Harbor l Free Heated Pool

4.87 out of 5 average rating, 31 reviews

A private pool area is featured, surrounded by a secure wooden fence. Poolside loungers and shaded dining are visible under a green umbrella. Lush palm trees and outdoor lighting enhance the inviting ambiance, making it suitable for relaxation and gatherings.

Home in Ozona

3 miles to Honeymoon Island~ Firepit & Pool

5 out of 5 average rating, 5 reviews

Home in Dunedin

WOW! Dunedin Coastal POOL Home-beaches-eateries

4.99 out of 5 average rating, 75 reviews

A comfortable living area features a light-colored sofa, two accent chairs in teal, and a coffee table atop a textured rug. A modern television is placed on a stylish console, while a decorative plant adds a touch of greenery to the space.

Home in Clearwater

Entire home near the beaches & downtown Dunedin

An outdoor seating area is surrounded by vibrant trees and a white privacy wall. Blue armchairs and a small table are situated on a paved patio, offering a comfortable spot to relax. The screened-in pool area is visible in the background, complemented by a well-maintained backyard.