Holiday rentals with a pool in Tarpon Springs

4.99 out of 5 average rating, 103 reviews

A heated salt-water pool is enclosed by a screened patio, providing a spacious area for relaxation. Comfortable lounge chairs are positioned nearby, with bright outdoor decor enhancing the inviting setting. Large glass doors open to the interior, allowing natural light to fill the space.

Home in Port Richey

Angelita's Lake Home 3br3ba w/heated pool

+Spacious family retreat on lake +Free heated pool +Huge last-minute discounts +Big deck, BBQ, dining & firepit +Private backyard lakefront +3 bedrooms, 1 king, 1 queen, 2 twin +3 full baths +Easy to cancel +Pet friendly +Fishing +Games +Quiet serene safe +5 minutes to Gulf sunsets +5 min to Sims Park +20 min to Tarpon Springs +39 min to Tampa airport +50 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking & garage +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs

A spacious living and dining area features a wooden dining table surrounded by beige chairs, with light streaming in through large windows. A comfortable sofa faces a stone fireplace, complimented by two ceiling fans and decorative art on the walls.

4.98 out of 5 average rating, 62 reviews

Tropical Getaway w/Heated Pool Oasis<2 Mi to Beach

Escape to your Florida getaway! This bright and beachy 3BR/2BA home is perfect for families or small groups looking to relax, recharge, and enjoy the best of the area. Spend sunny days lounging by your private pool, enjoy the fully equipped kitchen, and unwind in a comfortable, coastal-inspired space. Located less than 2 miles from Sunset Beach and Fred Howard Park,and just minutes away from the famous Sponge Docks, you'll have easy access to great dining, boat tours, shops,and local attractions

4.99 out of 5 average rating, 131 reviews

Villa in Palm Harbor

Palm Haus • Heated Pool • Near Beach • Game Room

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.

5.0 out of 5 average rating, 175 reviews

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.

Home in Palm Harbor

Coastal Escape: Heated Pool, Playground&Family fun

★ Family-friendly Palm Harbor retreat near beautiful beaches - Honeymoon Island: 6 miles away - Clearwater Beach: 15 miles away ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large fenced backyard with playground ★ Outdoor dining area ★ 3 bedrooms with new mattresses - California king size bed - Queen size bed - Kid-friendly room w/ 2 bunk beds ★ Renovated kitchen and bathrooms ★ Open living space for family gatherings and movie nights ★ Toys, games and kid-friendly extras

5.0 out of 5 average rating, 94 reviews

Lakefront villa, with pool & hot tub near beaches

Imagine waking up to exquisite sunrises, being immersed in nature & surrounded by wildlife at this tropical retreat. With breathtaking open water sunrise views, a fully equipped kitchen, private screened pool & heated spa, 6-burner outdoor grill, dedicated office & complimentary Wi-Fi - it’s the perfect Gulf Coast getaway! Perfectly situated close to Florida’s award-winning beaches & restaurants, the historic Sponge Docks & Innisbrook golf course- come experience the best of the Tampa Bay area!

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

4.96 out of 5 average rating, 111 reviews

Paradise!Renovated waterfront pool home.Sunsets!

Sunsets to die for! Remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard & and spotting dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops. New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys. Fishing rods.Bonfire pit.Grill.Heated pool for a fee. Portable crib,stroller, high chair. Come,relax&enjoy No hurricane damage!

4.93 out of 5 average rating, 135 reviews

Home in Palm Harbor

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.* *Maximum parking available is 5 vehicles*

4.94 out of 5 average rating, 119 reviews

Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

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.

4.97 out of 5 average rating, 147 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!

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.

4.92 out of 5 average rating, 155 reviews

Sunny Pool Home • Near Tarpon & Beaches

🌴Make yourself at home at Sun-Water House, a family-friendly and pet-friendly retreat made for sunny pool days and relaxed evenings. Enjoy the privacy of a fully fenced backyard, share a meal outdoors, or take the provided beach kit on your next adventure. With comfortable interiors and easy access to Tarpon Springs, nearby Gulf beaches, and many Florida Gulf Coast destinations to discover, it’s the perfect home base for your getaway. ✨ Book your stay and start planning your escape!

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.

4.95 out of 5 average rating, 387 reviews

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.

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.

4.99 out of 5 average rating, 147 reviews

Tropical Pool Retreat in Tarpon Springs

Welcome to our Tropical Oasis, an elegant yet warm and inviting vacation retreat tucked into the idyllic neighborhood of Tarpon Springs, Florida. - Spacious 3-bedroom home for up to 8 guests - Thoughtfully decorated living area with smart TVs - Heated saltwater pool and screened lanai - Fully-equipped game room with table tennis and foosball - Complimentary bikes for exploring - Close to Tarpon Springs Sponge Docks and Fred Howard Park

Popular amenities for Tarpon Springs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 101 reviews

A screened-in heated pool area is highlighted, featuring a clear blue pool surrounded by a spacious deck. Comfortable seating is arranged nearby, and floating toys add a playful touch. The enclosure provides a bright and airy feel with natural light streaming in.

Home in New Port Richey

Relaxing Beach-Theme Pool Home!

5.0 out of 5 average rating, 32 reviews

Best Family Vacation at the Beach or the Pool.

A vibrant outdoor space features a tiki-style bar with a thatched roof and colorful signage. Two chairs are positioned nearby, and potted plants are arranged around the area. Large sliding glass doors lead into the interior, providing a bright and inviting atmosphere.

4.98 out of 5 average rating, 56 reviews

Sunset Beach Bliss. Family Fun W/ Pool and Beaches

Superhost

4.9 out of 5 average rating, 31 reviews

Coastal Retreat: Pool Lake and Beach!

5.0 out of 5 average rating, 47 reviews

Heated Pool, mini golf, 1 minute from beach

4.95 out of 5 average rating, 57 reviews

Pirate’s Cove

A well-maintained outdoor area features a refreshing pool surrounded by stone paving. Comfortable loungers are positioned near the pool, and a shaded pergola provides a relaxing space. Lush trees and greenery are visible in the background, creating a serene environment.

4.84 out of 5 average rating, 45 reviews

Sunset Beach home with pool

4.97 out of 5 average rating, 30 reviews

Home in Ozona

Honeymoon Luxury Residence with Heated Pool &Sauna

Apartment rentals with a pool

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.91 out of 5 average rating, 487 reviews

Amazing views on beachfront

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, 172 reviews

Beachfront Condo with Centerline Sunsets

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

4.98 out of 5 average rating, 182 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

4.98 out of 5 average rating, 186 reviews

Apartment in Clearwater

Steps to Heated Pool • Near Beaches • Gated Condo

4.97 out of 5 average rating, 155 reviews

Apartment in Clearwater

Spacious Key West Retreat, Fun 2 BR, Resort Pool

4.99 out of 5 average rating, 133 reviews

Apartment in Clearwater

Literally: 15 steps to the Pool, GroundFloor Condo

An expansive view captures the beach's soft white sand and gentle turquoise waves, with resorts lining the coastline. A backdrop of clear skies complements the vibrant atmosphere, while people enjoy the beach area. The shoreline curves into the distance, inviting exploration.

4.87 out of 5 average rating, 148 reviews

Newly Reno Condo! Spot Dolphins from Your Balcony!

4.92 out of 5 average rating, 113 reviews

A spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.

Apartment in Hudson

Florida Breeze

Other holiday rentals with a pool

A serene view from the screened lanai highlights a private heated pool, reflecting the soft colors of a sunset. The tranquil waters of the Anclote River can be seen beyond the pool, framed by lush greenery and trees along the riverbank.

4.98 out of 5 average rating, 66 reviews

River Home Heated Pool, Sunset, Dolphin & Fishing

Superhost

Home in Palm Harbor

4.8 out of 5 average rating, 5 reviews

Sunset Waterfront Paradise | Kayaks, Dock, + Views

5.0 out of 5 average rating, 28 reviews

Flat in Tarpon Springs

Quiet Cottage w/ pool, 10 minute walk to beach

4.92 out of 5 average rating, 26 reviews

Tarpon Family Retreat-Heated Pool, Fire Pit & Fun!

5.0 out of 5 average rating, 25 reviews

A spacious outdoor area features a heated saltwater pool and hot tub, surrounded by light-colored tiles. Palm trees provide shade, and seating is arranged along the poolside. The dock extends into the water, showcasing a tiki hut and boats in the distance under a clear sky.

Home in New Port Richey

Beach Gulf Oasis-Pool, Elevator, Tiki Hut & Dock

Guest suite in Tarpon Springs

4.85 out of 5 average rating, 41 reviews

Guest Suite + Pool ~ 2 min from the beach

4.83 out of 5 average rating, 12 reviews

Bubbles Bayou Get-away!

A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.