
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.

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

Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's w/ Sling & Roku. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

Home away from home
Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

Family Fun! Heated Pool/Arcade/Foosball + 2 Kings
Welcome to the Peachy Tiki - Clearwater's family and group friendly fun getaway close to everything! With 2 arcade games, a pro foosball table, a stocked kitchen, and a large heated pool (no charge to heat) you may not want to leave this home 🤩 We also feature an outdoor TV, grill and outdoor shower for true Florida living🌴 Indulge in your morning coffee by the pool! We offer K cups and drip coffee. If frozen margaritas poolside are more your thing, we’ve got you covered with a blender 🍹

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.

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!

Pet-friendly Beach Home with Heated Pool & Spa
Relax in style at our modern beach home, boasting a spacious layout and easy access to local attractions. Dive into pure Beach Bliss with a heated saltwater pool (Nov 1 - May 1) and a soothing hot tub—your perfect getaway awaits! Nestled in a peaceful, safe and friendly neighborhood near Eagle Park, just minutes from Clearwater and Indian Rocks Beaches, enjoy scenic bike trails and local attractions. Bring your furry friends along for a pet-friendly adventure!

Seasalt Breeze - Easy pool access, Free parking.
The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Bright and Spacious 1Bed/1Bath condo.
Enjoy your getaway in this relaxing, clean, bright, and cozy 1 bedroom/1 bath condo on the 1st floor of a gated community, fully equipped for your stay including beach chairs, umbrella and a cooler. You will have a private entrance to the condo, free parking, a heated pool open all year, a clubhouse with a basic gym. We are conveniently located 15 minutes away from Clearwater Beach and an easy 30-minute drive to Tampa International Airport.

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
Popular amenities for Safety Harbor rentals with a pool
House rentals with a pool

The Jungalow SOHO - Pool/Hot Tub

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

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

House of Relaxation

Dunedin 5 STAR+ Heated Pool+Near Beach

Luxury Clearwater Home • Heated Pool + Near Beach

2 Bed 2 Bath Remodeled House Palm Harbor

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach
Apartment rentals with a pool

Courtyard View - Steps From The Sand - Pool

Modern and Cozy Condo 6 Minutes from the Beach !

Heron's Hideaway- Studio by the bay!

Luxury Blue Haven - Stunning Tampa Bay Views!

POOL VIEW IN A MODERN CONDO - Feel at Home

Royal Orleans at Redington Beach ( Studio 203 )

Modern Waterfront Condo - Captivating Sunset Views

SHEEK and Glam- heated pool Updated! 3 mi to beach
Other holiday rentals with a pool

Luxury Tiny Home 1 Bed - 1 Bath Unit B "Sandy"

Fantastic Condo at Avalon - Fully Renovated

Avalon. Clearwater. Cozy condo. Pool view.

Stylish NEW one bedroom condo Clearwater beach

Lovely Condo minutes from beach & King bed

Avalon Sun-kissed Boutique: Luxury-free parking

Coastal Cottage

New Year's special 20% off-Cozy Coastal Cottage
When is the best time to visit Safety Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 SGD | $271 SGD | $289 SGD | $276 SGD | $222 SGD | $242 SGD | $248 SGD | $212 SGD | $193 SGD | $233 SGD | $251 SGD | $262 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°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 $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Safety Harbor holiday rentals include wifi 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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