Holiday rentals with a pool in Safety Harbor

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Safety Harbor

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Clearwater
4.89 out of 5 average rating, 175 reviews

3Bed w/King Bed, Pool & Screened-in Florida Room!

This is the Ultimate Florida rental. Relax by the pool, sit inside the screened in party room, with fridge, 55" smart TV, grill, while enjoying the best weather Florida has to offer. Located 5 miles from Clearwater beach. Every restaurant, bar, and store you could possibly want within a 2 mile radius. Baseball fans will love catching Spring Training games at Spectrum Field, home of the Philadelphia Phillies, located just a short 10 minute WALK from the house. You will love making memories here!

Guest favourite
A serene outdoor space features a heated pool, reflecting the colorful sky during sunset. Strands of lights are draped above, enhancing the inviting atmosphere. Comfortable loungers are placed beside the pool, with dining areas visible in the background, surrounded by lush greenery.
Home in Dunedin
4.96 out of 5 average rating, 123 reviews

Heated saltwater pool|Spacious 4BR/3BA|

Welcome to Cerulean Cottage, our coastal home centrally located in Dunedin, Florida. Whatever brings you to this area, you will find yourself right at home in our comfortable beds, cozy couch, and functionally designed spaces. Have a blast in the pool and game room and wind down in our new 4D massage chair. We are close to conveniences, including grocery stores and many favorite local restaurants and just a short drive from our quaint downtown and beaches. Happy holidays from our family to yours

Superhost
Home in Safety Harbor
4.88 out of 5 average rating, 120 reviews

Modern Paradise home near Clearwater Dunedin Beach

Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

Guest favourite
Home in Safety Harbor
5 out of 5 average rating, 5 reviews

Quiet Safety Harbor Retreat Near Clearwater Beach

Cozy updated villa nestled in the heart of Safety Harbor. Located just a mile from the vibrant Main Street, you'll have easy access to an array of shops, boutiques and restaurants. This home boasts a warm and inviting ambiance; perfect for families, couples, or a group of friends seeking a tranquil retreat. Whether you're here for the scenic beauty, the rich cultural experiences, or the warm Florida sun, our villa is the perfect starting point for your Safety Harbor adventure. Book today !

Superhost
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.
Home in Clearwater
4.89 out of 5 average rating, 149 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!

Superhost
Home in Clearwater
4.84 out of 5 average rating, 148 reviews

Walk to BayCare Ballpark | Pool, Hot Tub, Pets OK

Fully remodeled 4BR/2BA Clearwater home with pool & hot tub! Walk to BayCare Ballpark and just minutes to Clearwater Beach. Enjoy a full kitchen, fast WiFi, Play Station 5, DVDs, and Smart TVs. Blackout curtains in 3 rooms, 2 king beds, high chair & pack ’n play for families. Pet-friendly retreat perfect for relaxation or baseball fans. Your private oasis with all the comforts of home awaits! Please note that the minimum age requirement to book is 23 years old.

Top Guest favourite
A tranquil lagoon pool is surrounded by lush tropical foliage and colorful flowers. A shaded seating area is visible, along with a light-colored house in the background. Multiple palm trees contribute to the serene atmosphere of this private oasis.
Apartment in Dunedin
4.99 out of 5 average rating, 268 reviews

Tropical Paradise

Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

Top Guest favourite
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
5 out of 5 average rating, 165 reviews

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

Top Guest favourite
Home in Clearwater
4.95 out of 5 average rating, 137 reviews

Artsy oasis in Clearwater

This centrally-located Clearwater house is just a short drive to beaches, airports, Dunedin, and downtown Tampa. This single-family home has a private in-ground pool, screened in porch, pergola, fire table, outdoor shower, and a variety of flowering plants. There are 2 bedrooms and a bonus room. There is a queen bed in each bedroom, bunkbeds in the bonus room, and two queen sofa beds in the living room. Pet and family friendly.

Top Guest favourite
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.
Home in Palm Harbor
4.95 out of 5 average rating, 109 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!

Guest favourite
Home in Palm Harbor
4.91 out of 5 average rating, 113 reviews

Heated SW Pool - Near Beaches, Golf, Trail & Food

* Heated salt water pool * Honeymoon & Caladesi Island (10min) * Downtown Dunedin & Sponge docks (10min) * Pinellas trail bike/walk/run (2blks) * Walk to restaurants/bars * Innisbrook Golf courses (4miles) * Large patio w/outdoor dining & lounge spaces * Beach chairs, towels & beach toys provided * Cornhole boards & bags provided for extra outdoor fun

Guest favourite
An inviting living room showcases ample seating with a gray sectional couch and plush ottoman. A cozy dining area is visible outdoors, furnished with a table and chairs under a shaded canopy. The sparkling pool, surrounded by lounge chairs, is highlighted by vibrant tropical landscaping.
Home in Dunedin
4.93 out of 5 average rating, 100 reviews

3BR Oasis | Sleeps 11 | Heated Pool | Ping Pong!

⭐⭐⭐⭐⭐ Service & Accommodations! Welcome to our fully remodeled 3-bedroom, 2-bathroom oasis in Dunedin, Florida! Dive into relaxation with a heated pool and modern amenities. Situated on a spacious corner lot, this sleek and stylish retreat boasts new furniture and a contemporary vibe. Your dream vacation begins here! Managed by Emperor Rentals 👑

Popular amenities for Safety Harbor rentals with a pool

When is the best time to visit Safety Harbor?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$284 AUD$329 AUD$345 AUD$307 AUD$247 AUD$268 AUD$275 AUD$235 AUD$214 AUD$224 AUD$257 AUD$292 AUD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Quick stats about holiday rentals with a pool in Safety Harbor

  • Total holiday rentals

    Explore 90 holiday rentals in Safety Harbor

  • Nightly prices starting at

    Safety Harbor holiday rentals start at $29 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Safety Harbor holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Safety Harbor rentals

  • 4.8 Average rating

    Safety Harbor stays are highly rated by guests—averaging 4.8 out of 5!

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