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

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, 103 reviews

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

4.77 out of 5 average rating, 212 reviews

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

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).

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.

4.99 out of 5 average rating, 134 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. 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.

5 out of 5 average rating, 163 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

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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!

4.91 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!

An outdoor area is featured with a heated saltwater pool surrounded by a spacious patio. Two lounge chairs are positioned beside the pool, and a dining area with chairs and an umbrella is visible in the background, offering shade and relaxation.

5 out of 5 average rating, 17 reviews

Heated pool-Hot tub-Close to Beaches-All Amenities

EmilyRating, 5 stars1 month ago

This place was very cute, we did have trouble with the hot tub a lot of the nights but the owners messaged us very fast how to fix it

4.78 out of 5 average rating, 129 reviews

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

House of Relaxation

GracieRating, 5 stars1 month ago

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

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.

4.94 out of 5 average rating, 66 reviews

Private pool, Golf Cart, Completely Renovated!

StephanieRating, 5 stars1 week ago

We had a wonderful stay! The house was very clean and had everything we needed for the beach and pool. The golf cart was an amazing addition as there are many places to eat in driving distance to the house. Jarrett was very responsive and friendly. Would absolutely stay here again!

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.

A spacious outdoor area features a heated pool surrounded by a screened enclosure. Two lounge chairs are positioned beside the pool, and a barbecue grill is visible near the edge, providing an ideal setting for relaxation and meals.

4.83 out of 5 average rating, 118 reviews

Heated Pool | 2BD 2BA | Home near Beaches

ThomasRating, 5 stars2 weeks ago

We had a great experience at Vito’s Airbnb. The home was clean and spacious, beds were comfortable, the neighborhood was quiet. The pool was wonderful. We especially loved that the pool and patio were screened in. Loved the large dining room table. The garage had a wagon, chairs, and toys to take to the beach. Plenty of pool inflatables. Washer/Dryer including laundry detergent. We cook most of our meals so it was nice to have a good selection of pots, pans, and cooking utensils. The home was stocked with toilet paper, paper towels, trash bags, dishwasher tabs, dish soap, hand soap, cleaning supplies, toiletries (shampoo/conditioner/soap), even beach/pool towels. Would absolutely stay here again!

The outdoor area features a private, fully fenced backyard with a large, in-ground pool surrounded by a paved patio. Sun loungers are provided for relaxation, and there is an outdoor dining table under a covered section. Lush greenery and flowering plants can be seen in the background.

4.95 out of 5 average rating, 19 reviews

Coastal Getaway with RV/ Boat Parking + MIL Suite!

HopeRating, 5 stars1 month ago

Mike was very responsive. We stayed for 6 nights and found that the kitchen had everything we needed for our long stay. The house was clean and spacious for our large family. I love that the pool was no screened in and the location was perfect.

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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

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.

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.

4.81 out of 5 average rating, 153 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

ElliotRating, 5 stars1 week ago

we really enjoyed our stay! the condo was in a very nice and quiet area. about a 15 minute drive to clearwater beach. everything was exactly as pictured/described. we got a lot of use out of the provided beach chairs, umbrellas, etc. and were very happy that was available for use. the only issue we ran into during our whole stay was we were unable to find a can opener in the kitchen when we went to cook dinner and it was too late to go out and buy one. besides that, we were beyond pleased with the location, price, cleanliness, and amenities. would recommend to anyone and we are looking forward to coming back!

A balcony view features a decorative string of shells and a sign reading 'The Beach.' In the background, well-maintained landscaping and a sparkling swimming pool are visible, with a two-story condo complex providing a pleasant backdrop under a clear blue sky.

4.93 out of 5 average rating, 120 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

CassandraRating, 5 stars3 weeks ago

We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!