Vacation rentals with a pool in Spring Hill

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Spring Hill

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

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Guest favorite

Home in Crystal River

4.88 out of 5 average rating, 194 reviews

Oasis privacy Pool*Gameroom* 3 mins Sister Spring

Reasons to Stay here: ➡️Amazing Backyard ➡️Clean Pool ➡️BBQ / Fire Pit ➡️Private & Calm location ➡️Near to all Crystal River Attractions ❤️Indulge in an extraordinary getaway when you book this Crystal River vacation rental. Located in the heart of Crystal River, yet secluded and private, with nearby access to beach and local amenities. Start your day with the sweet sounds of birds and enjoy the serene views of our private pond. This rental offers a range of amenities for your family's pleasure.

Guest favorite

Home in St. Petersburg

4.99 out of 5 average rating, 68 reviews

Remodeled pool cottage, just minutes from beaches

Relax by our cocktail pool in this recently remodeled guest cottage that is just minutes from the Sun Coast beaches. You will find our cottage is fully equipped and has everything you'll need for a quick getaway or an extended stay. The back door opens up to the patio and the lush, tropically landscaped backyard pool area. 5-minute drive to St Pete Beach, 7 to Treasure Island. Uber, Lyft or ride the SunRunner shuttle, and forget about the hassle and expense of beach parking. We are pet-friendly!

Top guest favorite

Home in The Villages

5 out of 5 average rating, 75 reviews

Calming Pool Oasis in Fenney, The Villiages FL

Enjoy your Very Own Private Pool Getaway in this gorgeous home in The Village of Fenney. Wake up relaxed with your morning coffee in hand sitting on the screened in lanai. Cleanliness is our #1 priority for you to have a worry free stay. Vaulted ceilings, Ceiling Fans, State of the Art Stainless appliances make this property an oasis away from stress. Watch your favorites on 1 of 5 Flatscreen TV's. If you are looking for your home away from home for 1 night or 90 nights, this is "the" place

Guest favorite

Home in Indian Rocks Beach

4.94 out of 5 average rating, 71 reviews

4Bdm Waterfront Home w/ Heated Pool, Walk to Beach

This 2-storey waterfront home is bright, open, and thoughtfully designed for a smooth and comfortable stay. Enjoy a large heated pool, well-equipped amenities, and attentive management. Experience the best of both poolside relaxation and beachside living—without the resort price tag. *Enjoy waterfront relaxation with a private dock *Heated pool & sun loungers *Private patio & deck with lots of seating *BBQ, SUP, kayaks *Rec room, laundry, parking *Fully equipped kitchen *6 min walk to beach

Superhost

Home in Dunedin

4.71 out of 5 average rating, 7 reviews

Luxurious Poolside Florida Getaway

This updated pool home is situated just about 3 miles from the lively center of Downtown Dunedin. Enjoy the kitchen, featuring stainless steel appliances and a comfortable workspace for remote work. The residence includes two stylish living areas and a dining space perfect for gatherings. Step outside to find in-ground pool, a hot tub, lounge chairs, and a custom tiki bar. The garage is stocked with pool toys, beach necessities, and a washer and dryer to make your stay even more enjoyable.

Superhost

Home in Spring Hill

4.88 out of 5 average rating, 120 reviews

3BR Spring Hill Pool Home. Heated Pool & Hot Tub

Enjoy our beautiful pool home located In the heart of Florida's Gulf Coast! This 3BR/2.5BA home offers all amenities - screened enclosed private and heated pool, relaxing spa, pool table, large screen smart T.V'S, Free Netflix, fully equipped kitchen, private parking and more. Just minutes away from Commercial hwy and Cortez blvd where you will find plenty of restaurants, grocery stores and shops. Only 3 minutes from Weeki Wachee Springs State Park and 12 minutes to Pine Island Beach Park!

Guest favorite

Home in Clearwater

4.88 out of 5 average rating, 173 reviews

Poolside Bliss in Clearwater! Heated-pool/Spa

HEATED POOL FREE OF CHARGE Your vacation spot grants you exclusive use of a fully updated 3 bedroom and 2 bathroom home with a private pool! With 3 bedrooms, 7 beds, that sleeps 12 comfortably can accommodate up to 14. This home has an amazing spacious backyard for family gatherings and overall enjoyment of the outdoor spaces.Located 8 miles from the world famous Clearwater beach, it is in a prime location with many events happening nearby.Safely situated in a quiet desirable neighborhoods

Guest favorite

Home in St. Petersburg

4.91 out of 5 average rating, 146 reviews

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

Superhost

Apartment in Clearwater Beach

4.82 out of 5 average rating, 107 reviews

Renovated 2025 - Retro Beach Oasis with Color Pop

Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Guest favorite

Home in Oldsmar

4.91 out of 5 average rating, 32 reviews

Exquisite Fun Getaway with Private Pool!

Step into our charming Airbnb nestled in the heart of Oldsmar, Florida, where the perfect blend of opulence and practicality awaits you in a cozy, one-story retreat. Immerse yourself in the allure of this enchanting escape, designed to provide an unparalleled experience for guests in search of tranquility, outdoor pursuits, and a sprinkle of historical allure.

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What guests are saying

!Heated POOL-Near BEACH/LAKE/Downtown/WATER PARK!

4.91 out of 5 average rating, 58 reviews1 month ago

The house was a perfect fit for our getaway. It was in excellent shape and very thoroughly cleaned. The hosts were extremely responsive and helpful when we reached out with any questions. The property was amazing and the pool was very nice and clean as well. The amenities were a great bonus and we appreciated all of them (beach towels, grill, pool). We will definitely be back, it was a beautiful house in a very nice area.

Home in Largo

What guests are saying

Cabana pool home. 3400sq ft Of luxury!

4.95 out of 5 average rating, 22 reviews6 months ago

The house was perfect for our stay. The beds were very comfortable, linens and towels were soft and plentiful and there was tons space for everyone to relax. We spent most of our time hanging around the pool - which is exactly what you want when visiting Florida! The kitchen is very nice and although we didn’t cook there’s everything you would need to prepare meals. Communication with Sandra was great too!

Villa in Spring Hill

What guests are saying

NEW! Weeki Wachi House | Pvt Pool, Great Location

4.75 out of 5 average rating, 4 reviews2 weeks ago

Our stay was wonderful. The heated pool was a great added bonus and we loved that their was not an upcharge for the heated pool for our stay. That was surely a deciding factor when choosing our home away from home for the week. The location and neighborhood was ideal and close to many great attractions and places to visit. The home was clean and up to date with comfortable beds and bedding. The kitchen was lacking a few things that we were hoping to have for our use such as baking dishes. For example, 9x13 pan, muffin pan, and baking sheet. I would recommend adding those to the home. The amenities were great and the host was very easy to work with and communicate with. We would book this home again.

Home in Hernando County

What guests are saying

New, private pool getaway in The Villages, FL

4.92 out of 5 average rating, 75 reviews4 weeks ago

We really enjoyed staying at Karens. The home was impeccable. The kitchen was well-stocked. The house feels spacious and is well-lit with lots of comfortable seating. We really enjoyed the pool and lanai area. The house is within walking distance to the Sawgrass square that has restaurants and stores (including grocery store). There is also live music at the square every night that ends at 9pm. We rented golf carts to tour the different communities. It was a lot of fun. We would highly recommend this rental and hope to come back soon.

Home in Wildwood

What guests are saying

Largo Home with Tropical setting and heated pool

4.92 out of 5 average rating, 52 reviews9 months ago

We had a fantastic stay! The host was incredibly communicative and flexible, making our trip smooth and stress-free. The home was fully stocked with all the necessities, including beach chairs and umbrellas, which was a plus. The beds were comfy, ensuring a good night’s rest. We spent most of our days at the beach, but it was wonderful to come back and enjoy the pool in the evenings. The location was equally convenient to Clearwater, Indian Rocks, and Madeira beaches.

Home in Largo

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