Vacation 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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Guest favorite

Home in Dunedin

4.93 out of 5 average rating, 120 reviews

Everything you'll need, plus! Park Model RV

A relaxing and open space great for beach lovers, cyclists, and people who love the outdoors. This cozy setting provides all the necessities for daily living, plus more to make for a great get away! Accommodates up to four. Within 2 miles of Honeymoon Island State Park and Caladesi Island. Easy drive to Clearwater Beach, St. Pete's Airport and surrounding areas. Short walks to town, bike trails and beautiful Gulf coast sunsets make this a perfect getaway or home base for exploring the area.

Sep 22 – 29

G$18,457 GYD per night

Guest favorite

Tiny home in Dunedin

4.95 out of 5 average rating, 105 reviews

Sleeps5-Tiny Home-Pool-10min2Beach-Balcony

Fabulous newly built luxury tiny home in the heart of Downtown Dunedin! This charming 2 bedroom 1 bath home has everything you need for a perfect stay in our perfect little town. This home has an upstairs loft with King and Queen beds at opposite ends. Steps from all the best restaurants, breweries, shops and activities in Dunedin. Voted one of the best walking towns in America! Short drive to beaches! Or simply stay home and chill by the pool that's great too! This location can't be beat!!

Aug 30 – Sep 6

G$33,861 GYD per night

Guest favorite

Guesthouse in Palm Harbor

4.97 out of 5 average rating, 204 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Private suite located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower, Double sink Vanity. Access to Patio, Swimming Pool , Backyard and Sundeck. Room includes small refrigerator/freezer, Microwave, Coffee maker, Espresso, Iron and much more. Bistro set in room. Private entrances to room and patio/backyard. Cable TV, Netflix and Wi-Fi included. Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Nov 15 – 22

G$24,475 GYD per night

Guest favorite

Apartment in Clearwater

4.99 out of 5 average rating, 356 reviews

Private studio attached to house. Pool&bikes

Completely private A/C studio, bathroom & your own private saltwater pool. Studio attached to house. No cleaning fee. 1 block W to Edgewater trail. Beautiful sunsets on water. 1 block E to famous Pinellas trail. Stroll to downtown Dunedin or TD Stadium. Cruiser bikes provided. Drive, Uber, trolley or bike 4.5 miles to Clearwater Beach or Honeymoon Island. Near restaurants, shops, dancing, kayaking, fishing, boating, biking, baseball, etc! Space is not appropriate for under 18, pets, parties.

Dec 15 – 22

G$29,236 GYD per night

Guest favorite

Guest suite in Tarpon Springs

4.95 out of 5 average rating, 108 reviews

Private suite in heart of Tarpon Springs!

House centrally located in a safe, residential area. Enjoy a clean, cozy & comfortable private suite with private entrance! Next to Downtown Tarpon, Tarpon Springs Sponge Docks, Sunset Beach, Safety Harbor, and many other attractions. Less than 5 minutes from the beach! Enjoy fast wifi, cable, and a cozy queen bed! Full kitchen. During your stay you’ll have access to bicycles, plenty of beach towels, hats, beach toys. Beach chairs, chairs umbrellas, small cooler and a variety of sunscreens

Sep 14 – 21

G$17,433 GYD per night

Guest favorite

Home in Palm Harbor

5.0 out of 5 average rating, 101 reviews

Tropical Oasis Retreat w/ Heated Pool

Welcome to a Private oasis located in your very own backyard. Spend the day lounging by the heated pool, grill pit cooking your own food together with privacy fence. Master bed has ensuite bath. We are pet friendly! When you venture out, this Palm Harbor house is ideally located by Crystal Beach and bike ride to Honeymoon Island for some sparkling Gulf Coast beaches. With multiple golf spots like Innisbrook right next door and Clearwater beach just down the road, you can stay busy year-round.

Sep 23 – 30

G$58,365 GYD per night

Guest favorite

Condo in Palm Harbor

4.8 out of 5 average rating, 156 reviews

Lakeside 2- Bed Apartment Near Clearwater Beaches

Ideally located on Florida's Gulf Coast minutes from many of America’s best beaches. The apartment is situated on the shores of beautiful Lake Tarpon, just north of Clearwater. The big exciting city of Tampa is just 30 mins away with the big theme parks in Orlando only 90 mins away. The pool & jacuzzi are also by the water & decking. Come stay, relax & recharge your batteries in a comfortable peaceful setting yet close by you have all the activities & amenities that you could ever wish for!

Oct 28 – Nov 4

G$18,281 GYD per night

Guest favorite

Guest suite in Largo

4.95 out of 5 average rating, 234 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

Apr 6 – 13

G$18,916 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 133 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Aug 2 – 9

G$25,746 GYD per night

Guest favorite

Condo in Clearwater

4.89 out of 5 average rating, 166 reviews

Happy getaway nest. Very cozy & high quality

Modern and very cozy one-bedroom condo, clean, quiet, and comfortable. Convenient big kitchen space and bathroom. King bed in master. Sleeping sofa in the living room. All appliances, kitchen pots, and all you need to make yourself home. TV in the living room and Master. Full cable. Fast WiFi. Roku. Beach towels, umbrella, chairs, cooler. 10 min from Clearwater Beach. 20 min from the airport. I put a lot of <3 INTO! You feel at home in my place because I take care of myself!

Dec 3 – 10

G$25,633 GYD per night

Guest favorite

Condo in Tampa

4.95 out of 5 average rating, 131 reviews

Waterfront condo with sunset views of Tampa Bay.

This newly furnished condo features a balcony with waterfront views of Tampa Bay and amazing sunsets. Includes a heated pool, volleyball court, BBQ and fire pit as well as on-site laundry. Just minutes from Tampa International Airport. Near Clearwater and other desirable beaches. Nearby attractions include Busch Gardens, Adventure Island, the Port of Tampa, Historic Ybor City, Tampa Bay Performing Arts Center, Tropicana Field, Amalie Arena and Raymond James Stadium.

Aug 18 – 25

G$29,567 GYD per night

Guest favorite

Condo in Tampa

4.94 out of 5 average rating, 218 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Guests will have full access to the resort where they can enjoy the side pool bar, heated pool, fire pit, coin operated laundry and dryers. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

Aug 19 – 26

G$26,725 GYD per night