Holiday rentals with a pool in Tarpon Springs

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, 169 reviews

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

FamilyLocationParks

4.93 out of 5 average rating, 100 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.

FamilyLocationNearby

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, 107 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

ValueFamilyCheck-in

4.99 out of 5 average rating, 289 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

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

FamilyValueSleep quality

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, 145 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!

FamilyValueEV charging

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, 385 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.

FamilyLocationComfort

Guesthouse in Palm Harbor

The charming guest house exterior is framed by a lush green lawn. A walkway leads to a welcoming front door, with two comfortable chairs positioned by the entrance. Large windows allow natural light into the space, complemented by a well-maintained garden area.

4.98 out of 5 average rating, 110 reviews

Guesthouse with Pool in Palm Harbor

This beautiful Guest house was completed in August 2024 and is located in the back corner of a 1/2 acre lot with all the amenities for a short stay or longer stay. From private access to the house and use of the shared pool and patio this house has it all! Full Kitchen, Dining Area, Living room, Washer and Dryer. Stunning Master Bedroom, Master Bath with Dual Vanity, Jacuzzi and walk in shower and spacious master closet. This Gem includes all the amenities for a Luxurious Stay!

LocationValueGetting around

4.99 out of 5 average rating, 123 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

Pvt Pool, Free Kayaks, Wlk to Gulf, Fish, Bike Trl

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.

LocationValueBackyard

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, 142 reviews

Tropical Pool Retreat in Tarpon Springs

Welcome to our Tropical Oasis, an elegant yet warm and inviting vacation retreat nestled in the charming 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

ValueFamilyBiking

5 out of 5 average rating, 169 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

ValueFamilyLong stay

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.

4.92 out of 5 average rating, 119 reviews

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!

FamilyLocationSleep quality

An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.

4.95 out of 5 average rating, 116 reviews

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

ValueFamilyIndoor spaces

Popular amenities for Tarpon Springs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 16 reviews

Relaxing Poolside Oasis - 5 minutes to Sponge Dock

LocationFamilyBarbecue

4.9 out of 5 average rating, 96 reviews

Quiet Oceanside Getaway with Pool -Palm Harbor, FL

LocationValueBeach

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

FamilyValueBiking

5 out of 5 average rating, 30 reviews

Best Family Vacation at the Beach or the Pool.

FamilyLocationKitchen

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.

4.95 out of 5 average rating, 82 reviews

*NEW* Riverside Retreat w/Pool

LocationFamilyBeach

A modern two-story home features a balanced façade with white walls and large arched windows. Lush palm trees and landscaped greenery frame the entrance, creating an inviting approach. The dual garage doors provide additional functionality, complementing the home's contemporary design.

4.99 out of 5 average rating, 80 reviews

Luxury Waterfront w/ Private Heated Pool

FamilyLocationCleanliness

Superhost

4.9 out of 5 average rating, 29 reviews

Coastal Retreat: Pool Lake and Beach!

FamilyLocationAir conditioning

Superhost

4.64 out of 5 average rating, 11 reviews

Angel's Waterfront Home Fishing Dock Heated Pool

FamilyLocationHospitality

Condo rentals with a pool

4.97 out of 5 average rating, 153 reviews

Condo in Clearwater

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

FamilyValueAccuracy

4.98 out of 5 average rating, 180 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

ValueLocationBiking

4.97 out of 5 average rating, 238 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

ValueLocationSleep quality

4.95 out of 5 average rating, 110 reviews

A welcoming entrance to The Avalon features a landscaped roundabout with manicured greenery and vibrant flowering plants. A central fountain adds a serene element, while the building's architecture is framed by palm trees and blue skies.

Condo in Clearwater

Condo Conveniently located to Clearwater Beach

LocationFamilyIndoor spaces

4.72 out of 5 average rating, 540 reviews

A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.

Condo in Belleair Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

ValueFamilyCondition

Condo in Indian Rocks Beach

A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.

5 out of 5 average rating, 118 reviews

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

LocationFamilyCheck-in

Condo in Clearwater Beach

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.

4.9 out of 5 average rating, 478 reviews

Amazing views on beachfront

FamilyLocationPets

4.92 out of 5 average rating, 112 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.

Condo in Hudson

Florida Breeze

ValueFamilyPool

Other holiday rentals with a pool

4.91 out of 5 average rating, 23 reviews

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

FamilyLocationBeach

5 out of 5 average rating, 15 reviews

Steps to Sponge Docks | Compound + Guest House

LocationFamilyHot tub

5 out of 5 average rating, 51 reviews

Villa in Palm Harbor

Coastal Cottage | Top 1% Airbnb Worldwide

LocationFamilyHospitality

Apartment in Tarpon Springs

5 out of 5 average rating, 28 reviews

Quiet Cottage w/ pool, 10 minute walk to beach

FamilyValueGetting around

5 out of 5 average rating, 32 reviews

The exterior of the home is showcased with a well-maintained lawn, bordered by a circular driveway. The facade features neutral stone and brick materials, with a welcoming entrance illuminated by soft outdoor lighting. A flagpole stands proudly at the front, adding a classic touch.

Home in New Port Richey

Deluxe 3bd/2ba w/Heated Pool

FamilyLocationSleep quality

A covered patio features two wooden loungers adorned with cushions, surrounded by lush tropical plants. A hammock hangs nearby, providing a relaxing spot. Accent lighting creates a warm ambiance, while a stone path leads through the gravel yard, complementing the serene outdoor setting.

4.93 out of 5 average rating, 40 reviews

Family Resort | Hot Tub | Mini Golf | Bunkhouse

LocationValueDecor

Superhost

4.67 out of 5 average rating, 3 reviews

Sunset Waterfront Paradise | Kayaks, Dock, + Views

LocationHospitalityCleanliness