Holiday rentals with a pool in Tarpon Springs

Apartment in Tarpon Springs

The entrance features a welcoming front porch with wooden steps surrounded by low vegetation and shrubs. Sunlight creates a play of shadows on the light-colored exterior walls, highlighting the modern architectural lines and the large front door framed by two windows.

5 out of 5 average rating, 21 reviews

Quiet Cottage w/ pool, 10 minute walk to beach

Built in 1925, this renovated 800 sq. foot one-bedroom one-bathroom cottage is clean, quiet, airy and bright, and available for stays of 7 days or longer. Situated between two beach parks (Sunset Beach .5 mi and Fred Howard Park 1 mi), the neighborhood is friendly, safe and walkable. Downtown Tarpon and the Sponge Docks are appx. 3 miles away. Laundry room and pool are shared (when owner is home). The property is strictly non-smoking and non-vaping. You must be 25 years of age or older to rent.

4.99 out of 5 average rating, 72 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

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.

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

Awesome single family inter-coastal waterfront home with boat dock and pool. 1800 square feet of luxury, 3 bedroom, 2 bathroom, sleeps 10 people in beds. Master bedroom overlooking the water and pool with king bed. Second bedroom with 1 queen bed. Third bedroom with 1 queen bed. Living-room has 2 queen pull out beds and a large glass door wall that opens up to the spacious screen enclosed pool patio. Full kitchen, dining room, living room, laundry area with washer/dryer. Dock has deep water.

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, 45 reviews

A Cozy Getaway w/Private Pool Oasis <2 Mi to Beach

This bright and beachy vacation rental is your perfect home-away-from-home! With three cozy bedrooms and two bathrooms, it’s ideal for families or small groups seeking comfort and relaxation. Unwind in your private pool retreat, soak up the Florida sunshine, or cook with ease in the fully equipped kitchen. Less than 2 miles from Sunset Beach and Howard Park Beach, and just minutes from the lively Tarpon Springs Sponge Docks with great dining, attractions, boat tours, and charming local shops!

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, 95 reviews

Paradise!Renovated waterfront pool home.Sunsets!

No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot 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 that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

The screened outdoor lanai features a heated pool with steps leading into the water. Comfortable seating options are present around the pool area, complemented by a shaded dining space nearby. Lush greenery surrounds the outdoor space, enhancing the relaxing environment.

4.96 out of 5 average rating, 143 reviews

Tarpon Springs Oasis: Heated Pool, 5 min to Beach!

Welcome to Tarpon House Florida, located in the exclusive and historic Tarpon Springs. Our home is a tropical oasis. 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! Completely renovated with all new furniture. Link to 3D Tour of the house is in my guidebook (under my profile)

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.

4.91 out of 5 average rating, 129 reviews

Heated Pool • Near Tarpon & Gulf 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 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.

4.96 out of 5 average rating, 375 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.

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.

5 out of 5 average rating, 153 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

4.92 out of 5 average rating, 103 reviews

An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.

Home in Holiday

Lakefront Paradise with Heated Saltwater Pool

Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!

Popular amenities for Tarpon Springs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.8 out of 5 average rating, 45 reviews

A modern kitchen features white cabinetry and granite countertops, with stainless steel appliances including a refrigerator and stove. Natural light filters through the window treatments, illuminating the space. The adjoining area leads to a door, providing access to the rest of the home.

Home in New Port Richey

Pool Home in New Port Richey

4.98 out of 5 average rating, 53 reviews

River Home with Pool, Sunset, Dolphin & Fishing

4.99 out of 5 average rating, 265 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/Coffee Bar/Fully Stocked

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.

4.96 out of 5 average rating, 68 reviews

*NEW* Riverside Retreat w/Pool

4.73 out of 5 average rating, 11 reviews

A spacious outdoor area features a heated pool, surrounded by a screened enclosure that allows for unobstructed views of the lush landscaping. Tropical plants and a small water feature add to the ambiance, creating a relaxing space for leisure and enjoyment.

Home in Hudson

Gulf Getaway w/ Heated Pool Near Parks & Beaches!

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

4.98 out of 5 average rating, 55 reviews

A rectangular saltwater pool is highlighted within a screened enclosure, offering clear views of the blue sky above. Lounge chairs are positioned around the pool, alongside a spa with a stone surround. Lush greenery is visible in the background, contributing to a serene outdoor setting.

Home in Crystal Beach

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa

4.86 out of 5 average rating, 14 reviews

4BR Family Home • Heated Pool •Game Room

Condo rentals with a pool

Condo in Clearwater Beach

A wide view of a sandy beach extends towards the horizon, where the clear blue sky meets the ocean. The shoreline is bordered by gentle dunes and sparse vegetation, with a few distant structures visible along the coastline.

4.9 out of 5 average rating, 125 reviews

Resort living on the beach

4.8 out of 5 average rating, 225 reviews

Condo in Redington Beach

Gulf view Condo with pool in Clearwater/St. Pete

4.99 out of 5 average rating, 148 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

Condo in Clearwater

Ocean Breeze • Easy - Heated Pool Access

4.98 out of 5 average rating, 109 reviews

A bright living room features large sliding glass doors revealing a scenic water view. Comfortable blue sofas are arranged around a coffee table, complemented by a TV console and accent chairs. Light-colored walls and ceiling fan contribute to the spacious feel of the area.

Condo in Indian Shores

Captain's Cove Waterside Condo 103 We are open!

4.97 out of 5 average rating, 206 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, 196 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

Condo in Clearwater Beach

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, 159 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

4.99 out of 5 average rating, 119 reviews

Condo in Clearwater

Literally: 15 steps to the Pool, GroundFloor Condo

Other holiday rentals with a pool

4.72 out of 5 average rating, 171 reviews

The image showcases a heated in-ground pool bordered by light-colored pavers, overlooking a calm canal. Docked boats and palm trees line the water's edge, reflecting under a clear blue sky. The well-kept lawn adds a touch of green to the serene waterside setting.

Home in New Port Richey

Gulf Harbors Getaway Home with Pool

4.5 out of 5 average rating, 6 reviews

Coastal Sun & Play: Heated Pool Home w/ Game Room

5 out of 5 average rating, 47 reviews

The kitchen area showcases modern cabinetry and a sleek granite countertop, illuminated by natural light from large, nearby windows. A partial view of the pool can be seen through the screen-enclosed patio, highlighting the seamless indoor-outdoor connection.

Home in Allen's Ridge

Private Coastal Getaway to Connect and Celebrate

Guesthouse in New Port Richey

A quaint cottage exterior is seen with a light blue facade and a welcoming porch. Two turquoise chairs are positioned beside a small table, under strings of decorative lights. A net with shells adds a coastal touch, and a stone feature stands nearby.

4.99 out of 5 average rating, 75 reviews

Cottage on the Cotee River

4.97 out of 5 average rating, 31 reviews

A living area features a light-colored sofa and armchairs arranged around a chic coffee table. A television is mounted on the wall, and large sliding glass doors provide views of the outdoors. A decorative plant and a lamp add warmth to the space.

Condo in Isla del Sol

Everything You Need - St Pete Condo - Isla Del Sol

4.87 out of 5 average rating, 30 reviews

A cozy living area features two leather sofas adorned with fluffy pillows, positioned around a dark, rectangular coffee table. A large piece of abstract wall art complements the space. Natural light filters through vertical blinds, illuminating the soft area rug beneath.

Apartment in Palm Harbor

1 Bed Condo on Lake Tarpon (2ND FL)

5 out of 5 average rating, 7 reviews

Condo in Sand Key

CBC 1-18C – Beach Front, Pool, Hot Tub & Gym!

An aerial view of the property displays a spacious yard surrounded by greenery. Two structures are visible, with a large pool area enclosed by a screen for comfort. Ample outdoor space is seen, along with a driveway and surrounding neighborhood.