Vacation rentals with a pool in Safety Harbor

4.93 out of 5 average rating, 102 reviews

An outdoor space features a heated pool enclosed by a screen. Lounge chairs are positioned nearby, surrounded by a fenced backyard with landscaping elements, including palm trees and a hammock. Sunlight reflects off the clear water, enhancing the inviting setting.

Home in Tampa

Cozy Tampa Home with Large Heated Pool

“No Cleaning Fee, No Chores” Your family will be close to everything when you stay at this centrally-located home. This home is located 5-10 mins from shopping centers, restaurants, gyms, pet and child daycares, community sport courts, local parks and hospitals. 20-30 mins from Bush Gardens, Downtown, ZooTampa, Tampa Airport, Cruise Port, Ben T Davis Beach, Raymond James Stadium, Hard Rock Casino, Hillsborough State Park and more. Only 1hr 30min from Disney, Universal, Sea World, Lego Park

5 out of 5 average rating, 103 reviews

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.

Home in Palm Harbor

Coastal Escape: heated saltwater pool & beaches

★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

5 out of 5 average rating, 104 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Superhost

A clear swimming pool is set in a well-kept outdoor area, surrounded by lush greenery. The pool is framed by a light-colored deck, enhancing its inviting appearance. A small palm tree adds a touch of tropical ambiance, offering a peaceful retreat.

Apartment in Clearwater

4.77 out of 5 average rating, 212 reviews

Entire guest home near beach. New floor and shower

Enjoy your spacious private cottage house w/ swimming pool /fire pit in a beautiful tropical garden setting only a short drive to the beaches .We are close to all Pinellas and Hillsborough county attractions. 3 miles to Indian Rocks Beach w/ many restaurants for a locals feel. 5 miles to famous Clearwater Beach for beach fun and Winter the Dolphin. Only 7 miles to idyllic Dunedin downtown for food, live music and breweries. In 25 min you can drive to funky downtown St. Pete or the Tampa airport.

Guesthouse in Palm Harbor

A private screened pool area features an oval-shaped swimming pool surrounded by a brick patio. Lounge chairs are positioned along the edge, with two bright blue chairs situated nearby. The area is illuminated by natural light filtering through the mesh enclosure.

4.97 out of 5 average rating, 310 reviews

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

Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Guesthouse in Palm Harbor

A modern bathroom is shown featuring a sleek vanity with a rectangular sink and black fixtures. A round mirror is illuminated by three overhead lights. Storage is provided by wooden drawers beneath the sink, and towels are neatly arranged on shelves.

4.9 out of 5 average rating, 143 reviews

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.

4.93 out of 5 average rating, 217 reviews

A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.

Home in Tampa Heights

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

4.99 out of 5 average rating, 134 reviews

A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.

Home in Palm Harbor

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. 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. We are pet friendly

A circular fire pit area is surrounded by four wooden chairs, positioned on a turf surface. Tropical landscaping adds greenery around the space, with a clear blue sky visible overhead. The large heated pool can be seen in the background, enhancing the outdoor ambiance.

4.93 out of 5 average rating, 118 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!

4.94 out of 5 average rating, 104 reviews

Apartment in Dunedin

Island Oak

This private vacation rental is a Second floor 1 bedroom apartment is newly furnished, professionally decorated and equipped with all the conveniences of home. Island Oak joins 4 other popular vacation rentals within the Grove Keeper Collective compound. This upper unit has a balcony off the bedroom which looks into a 175 year old oak that provides a tree house effect. We hope you come and enjoy this new addition to Grove Keeper Collective. All our units are non smoking and vaping.

4.96 out of 5 average rating, 141 reviews

Home in Dunedin

Dunedin 5 STAR! Heated POOL+10 Mins to Beach

This Modern Coastal home is the perfect vacation spot! Recently renovated 3br home located just a few minutes from downtown Dunedin and some of the best Gulf Coast beaches. Take a dip in our heated saltwater pool, or relax on the screened-in patio with a cup of coffee. The open concept design creates a relaxing atmosphere with all the necessary amenities. Conveniently located near excellent dining options, shopping, Blue Jays stadium, and the waterfront. Make unforgettable memories.

A heated pool is surrounded by a spacious deck, featuring lounge chairs and shaded seating areas. Tropical landscaping and palm trees provide a relaxing atmosphere. The building in the background showcases multiple windows and arches, enhancing the community feel.

4.95 out of 5 average rating, 119 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Safety Harbor rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area is complemented by vibrant wall murals, featuring a mix of warm and cool tones. Two sitting areas contain a light gray sofa and a green sectional, both arranged around a round coffee table. A large TV is mounted on the wall, and natural light fills the space.

4.98 out of 5 average rating, 132 reviews

Fun Funky Pool Fire Pit 4m to Beach

LaurynRating, 5 stars3 weeks ago

Ashley has a great spot!! Very fun and comfortable, perfect location for an easy drive to the beach or downtown. We’d stay again!

4.98 out of 5 average rating, 127 reviews

A spacious outdoor area features a large checkers and chess board on a checkered surface, surrounded by vibrant green artificial grass. A pool area is visible in the background, with a privacy fence and sunlit space for leisure activities.

Home in Pinellas Park

Insta Worthy Retreat - Heated pool-putt putt | Bar

JaquelineRating, 5 stars3 days ago

What a beautiful home! Never a dull moment in this home. We appreciated the vintage arcade, the awesome pool, and the mini golf in the backyard, as well as the ample space to watch our shows and movies. Super clean and lots of room. This is a great stay either if you by yourself, your partner or family and friends. Also it was great to be able to have the laundry machines at our disposal. 100 out of 10.

4.91 out of 5 average rating, 105 reviews

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.

Home in Holiday

Private Pool 2BR/2B 3.5 mi Tarpon & Beaches

StephanieRating, 5 stars6 days ago

Absolutely loved this place. It was very comfortable and my kids loved the pool. The only negative was not being able to take a bath in the large jetted tub. There wasn’t a stopper provided to be able to fill the tub and relax in the bath. All else was amazing and my kids and I loved it!

Superhost

A covered swimming pool area features a clear and inviting pool, surrounded by a spacious patio with tiled flooring. Large glass doors allow natural light to flood the space, while lounge chairs are positioned nearby, offering a comfortable spot to relax.

Home in Dunedin

4.78 out of 5 average rating, 129 reviews

House of Relaxation

GracieRating, 5 stars1 month ago

Great home with everything we needed, we really enjoyed our stay!!

A clear swimming pool takes center stage within the outdoor space, surrounded by lush greenery and decorative plants. Sun loungers are positioned along the deck, providing relaxation spots. The backyard features well-maintained landscaping, offering an inviting area for leisure activities.

4.89 out of 5 average rating, 160 reviews

Lizard Lodge - Remodeled with Pool & Florida Room

AngelaRating, 5 stars1 week ago

An older home, but decorated nice and plenty of space. Loved that there were floats for the pool, towels and beach chairs. Enjoyed the screened in porch and appreciated the grill, outdoor fridge and sink. plenty of sitting areas too. I meant to, but forgot to sign the guest book. Would love to return.

4.96 out of 5 average rating, 363 reviews

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.

Home in Tarpon Springs

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

DavidRating, 5 stars6 days ago

Beautiful house and pool area. The back is private with plenty of space. Jeff was always responsive and everything was as described. The girls being able to get eggs every morning was an added touch of experience for them. The house was clean and we had everything we needed for the ten day stay. Tarpon Springs is an annual tradition and we weren't disappointed.

4.91 out of 5 average rating, 114 reviews

Family Fun! Heated Pool/Arcade/Foosball + 2 Kings

KathyRating, 5 stars2 weeks ago

We were in Clearwater to celebrate my nephew’s high school graduation. Several family members came down and we were only 10 minutes from my brother’s home. We all had our own rooms with a central area to hang out. It was absolutely perfect!

4.96 out of 5 average rating, 84 reviews

A screened and covered patio area encompasses a heated saltwater pool. Two lounge chairs are positioned on one side, while a cushioned seating arrangement is visible in the background. Lush greenery surrounds the enclosed space, contributing to a relaxing ambiance.

Home in Palm Harbor

Heated Salt Water Pool - Near Beaches, Golf, Trail

MarcRating, 5 stars1 month ago

From de moment we made the booking till checkout Nicole made sure we had all the required information. Communication with Nicole was great. We loved the location, close to the Beach, local restaurants. The pool and outdoor Area were our favorite. We would book Nicole’s Place when back in the area.

Show all

Condo rentals with a pool

A spacious living area features a light beige sectional sofa paired with a glass coffee table. A large flat-screen television is positioned near a potted plant. Bright turquoise and soft yellow walls complement the cozy atmosphere, while a ceiling fan provides comfort.

4.97 out of 5 average rating, 124 reviews

Key West Retreat, 2 Bdrm, A+ Pool, 2.9 mi to Beach

AdelleRating, 5 stars2 weeks ago

I had an amazing experience staying at this Airbnb! From the moment I arrived, everything was just as described (if not better). The place was spotless, well-decorated, and thoughtfully stocked with everything I needed — from fresh towels to kitchen essentials. The bed was super comfortable, and the entire space had a warm, cozy feel that made it easy to relax. The location was perfect. The check-in process was seamless, and the host was incredibly responsive, kind, and helpful throughout my stay. I would absolutely stay here again and recommend it to anyone looking for a great place to stay in Clearwater! Thank you for such a memorable experience!

4.93 out of 5 average rating, 184 reviews

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

Condo in Tampa

Waterfront Condo - Sunset View of Tampa Bay

JasmineRating, 5 stars2 days ago

GOOD VIBES!! This condo is amazing! Waterfront, had a bar and food, spots to lay out and tan, heated pool. Chris was an amazing host, let us check in early, super clean, smelt good inside, super responsive , accommodating and helpful. Will book again in the future. thank you!!! 5 stars:)

A spacious heated pool is surrounded by lush palm trees and well-maintained landscaping. Comfortable lounge chairs are positioned along the poolside, providing ample relaxation spots. The pool area is framed by the community buildings, creating a welcoming atmosphere for guests.

4.99 out of 5 average rating, 104 reviews

Seasalt Breeze private unit No cleaning fee

NicoleRating, 5 stars1 day ago

Amazing! Enjoyed the apartment along with the pool! Great location and loved the recommendations

The pool area is surrounded by lush greenery, featuring a spacious, inviting pool accompanied by a hot tub. Sun loungers are neatly arranged along the deck, creating a relaxing atmosphere. The building's architecture is designed in a contemporary style, enhancing the serene environment.

4.9 out of 5 average rating, 204 reviews

Very cozy quality condo close to Clearwater Beach

SusanRating, 5 stars5 days ago

Marta is a pro host, she is attentive and quick to address any issues. Things happen and how those things are handled is what makes the difference between an ok experience and a great experience. I would absolutely stay at Marta's place again. Her place is equipped with all that you need to be comfortable and to feel right at home. The place is an excellent value!

4.92 out of 5 average rating, 158 reviews

A serene pool area is highlighted, surrounded by lush palm trees, with views of the intercoastal waterway visible in the background. Lounge chairs are lined neatly along the pool's edge, providing a spot to relax. The clean, blue water invites leisure and enjoyment.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

SaraRating, 5 stars3 weeks ago

What a treasure!! Though small, it completely met our needs. Was clean and homey. Ideal location between downtown Saint Pete and the beaches. Loved the view of the water from the balcony. Kids loved the pool.

4.82 out of 5 average rating, 200 reviews

A clear blue swimming pool is surrounded by lounge chairs and palm trees, providing a sunny space for relaxation. Umbrellas are positioned nearby for shade. The pool area offers views of the surrounding greenery and the apartment complex in the background.

Condo in Palm Harbor

Lakeside 2- Bed Apartment Near Clearwater Beaches

AimeeRating, 5 stars5 days ago

This was our first time to Florida! It was a very quiet area! Everything was as pictured. very easy check in. We had no problems, Mark did check in before we arrived as he was going to be out of the country.

A heated swimming pool is surrounded by lounge chairs, with splashes of water cascading from three jets. The clear blue water reflects sunlight, creating a refreshing ambiance for relaxation.

4.94 out of 5 average rating, 141 reviews

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

AlecRating, 5 stars3 weeks ago

Great location, and host provided everything we could need whether it’s at the apartment or at the beach.

Superhost

The heated swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing atmosphere. The pool area features a spacious deck with light-colored paving, while nearby buildings provide a serene backdrop, enhancing the inviting outdoor setting.