Vacation rentals with a pool in Spring Hill

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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 favourite
Home in Spring Hill
4.91 out of 5 average rating, 69 reviews

Luxury getaway, Heated Pool, Weeki Wachee

Enjoy a comfortable and private stay in this fully equipped home, ideal for families or groups.The property features two separate bedrooms, a spacious living room overlooking the pool, and a variety of amenities for all ages. The main house is for guests only. The garage is not part of the accommodation and is reserved for use by the host, isolated from the interior of the house, sealed walls and a separate entrance on the left side of the house,NO shared access between the garage and the house

Top guest favourite
Home in Spring Hill
4.95 out of 5 average rating, 134 reviews

Game Room, Heated Pool King bed, Near Weeki Wachee

Looking for a quick Florida escape? Our Spring Hill home is minutes from Weeki Wachee Springs, kayaking, and Gulf sunsets. Perfect for weekend getaways, families, or a relaxing recharge. 🔥 Limited May dates just opened – discounted for last-minute bookings ✔️ Close to Weeki Wachee ✔️ Ideal for kayaking, boating & beach days ✔️ Quiet, relaxing neighborhood ✔️ Perfect for couples, families & small groups Game room! Heated Pool! King Bed Message me for a quick discount on remaining May dates!

Superhost
An open living space features a large dining table set for six, accompanied by decorative candles. A cozy seating area in the background includes a sofa and chairs, illuminated by natural light from multiple windows. The vaulted ceiling showcases exposed beams, enhancing the spacious feel.
Home in Hernando Beach
4.88 out of 5 average rating, 102 reviews

Waterfront A-Frame with Heated Pool, Dock, Kayaks

A Frame with private pool and private fishing/boat dock! Dive into relaxation in our screened-in pool, or fish from our private dock. Bring your boat and jetskis! Features: - Open floor plan - private full screened-in pool - oceanfront! fish right from your backyard! - grill, propane included - private fishing dock - boat slip - can accomodate boats up to 26' - 2 jet ski docks (BYO jetskis) - loaded kitchen - Complimentary coffee bar - kcups, sugars, creamers all included - 5 single kayaks

Guest favourite
A spacious outdoor area features a hot tub with bubbling water, surrounded by a screened patio. A swimming pool gleams in the sunlight, while a vibrant tree house play area with a slide and swing set adds a colorful touch to the yard.
Home in Spring Hill
4.97 out of 5 average rating, 102 reviews

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Family focused home 6 mins from Weeki Wachee River Park and Buccaneer Bay. 10 minutes to Pine Island Beach. Designed to optimize family time with a custom tree house play area, swing set, play station 4, and game room. Adults can relax in the hot tub, dine al fresco in the screened in pool area while watching TV, use the onsite gym equipment or enjoy the outdoor fire pit or indoor fireplace. Whole house/pool Radio & blue tooth. The entire family will love Pool Heating from Nov and April.

Top guest favourite
An outdoor screened area features a private heated pool surrounded by a spacious deck. Two lounge chairs are positioned nearby, with a barbecue grill present for outdoor cooking. A dining set with multiple chairs is also visible under a covered patio, providing shade and comfort.
Home in Spring Hill
4.95 out of 5 average rating, 150 reviews

Weeki Wachee Springs heated pool home retreat

Relax with the whole family at this Weekie Wachee/Springhill Heated pool home. 5 minutes from the crystal clear springs of Weekie Wachee state park and Buccaneer Bay that has spring fed beach with water slides , tiki bars and mermaid shows. It’s also located 10-15 minutes from Rodgers Park located on the river where you can swim, kayak with manatees and enjoy fun family time! Also 15 minutes away is Pine Island Beach Park and SunWest Beach Park for skiing, wake boarding and obstacle course.

Top guest favourite
A screened-in pool area is highlighted by a clear blue sky and scattered clouds. The pool, partially covered, is surrounded by light-colored pool decking. Lush greenery and palm fronds frame the scene, providing a relaxing outdoor space.
Guesthouse in Spring Hill
5 out of 5 average rating, 189 reviews

J&M Homestead

Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

Guest favourite
Home in Spring Hill
4.93 out of 5 average rating, 133 reviews

Spring Hill, Florida Quaint Paradise

The Retreat sleeps 4 guest comfortably. Our 2 bedroom, 2 bathroom home features a pool with a waterfall and fenced backyard. This quaint paradise will make you feel relaxed sitting by the pool enjoying a good book with a drink while you can hear the breeze going through the palms in the backyard. It’s located on a quiet street. But minutes away from different beaches, golf courses, shops and restaurants, attractions and parks.Something to do for the whole family.

Superhost
Home in Spring Hill
5 out of 5 average rating, 3 reviews

Beautiful 2/2 Pool Home in Spring Hill

Unwind in this charming 2BR/2BA pool retreat in Spring Hill. The serene primary suite offers a plush king bed, walk-in closet, and private ensuite bath, while the guest room features a cozy queen near a full hall bath. Enjoy a dedicated workspace, fast WiFi, smart TV + cable, and a well-appointed kitchen with Keurig. With washer/dryer, garage, and a fenced backyard oasis featuring a sparkling pool, loungers, and alfresco dining, it’s perfect for relaxing stays.

Top guest favourite
A green felt pool table occupies the foreground, with a set of colorful billiard balls arranged for a game. In the background, a screened-in patio reveals a tranquil pool surrounded by two lounge chairs, and views of the golf course beyond.
Guest suite in Spring Hill
4.96 out of 5 average rating, 84 reviews

Attached Private GuestHouse- Fenced Yard

We are slowly working on creating a more environmentally friendly home, from solar energy to providing shelter and food for pollinators. Come and enjoy our slowly evolving oasis, whether it's bathing in the pool, relaxing in the jacuzzi (small charge for heating), or napping on the hammock. Weeki Wachee Springs State Park, Weeki Wachee River, & Pine Island Beach are all within 15-minute drive. Clearwater, Tampa, and Ocala are all within an hour's drive!

Guest favourite
Home in Spring Hill
5 out of 5 average rating, 7 reviews

Restful Oasis Sleeps 11 |Pool |Game Room|Fire Pit!

Heated pool with Safety Pool Fence! Have fun with the whole family at this stylish home designed for making memories! This entertainer's dream features a private pool, a game room with a PS5 and arcade classics, and a cozy fire pit in a fenced backyard. With a magical theme room and dedicated workspace, this home offers the perfect backdrop for your getaway, comfortably accommodating your entire group for a fun-filled, relaxing stay.

Top guest favourite
An inviting pool area is enclosed by a screened-in patio. Clear water reflects natural light, while a floating pool ring adds a pop of color. A grassy yard is visible beyond the pool, complemented by a volleyball net in the background.
Home in Spring Hill
4.94 out of 5 average rating, 145 reviews

Home with Private Screened-In Pool, Fully Fenced

Welcome to your stunning Springhill retreat, a serene and modern getaway perfect for creating lifelong family memories. This bright and airy single story home is designed for comfort and relaxation, with clean, stylish decor and thoughtful touches that will make you feel right at home. Enjoy year round swimming with our heated pool, perfect for relaxing evenings or fun family days in the sun.

Guest favourite
Home in Spring Hill
4.94 out of 5 average rating, 131 reviews

3BR Roman Oasis: Caesar's Place + Heated Pool

Luxurious 1450 sq ft pool home near Brooksville/Spring Hill's historic district. 3 spacious bedrooms, 2 bathrooms, master suite with walk-in shower. Conveniently located <1 hr from Tampa, 45 mins from Disney. Close to beaches and 5 mins from Weeki Wachee State Spring Park. Enjoy mermaid shows, kayaking, and wildlife encounters in this Floridian paradise.

Popular amenities for Spring Hill rentals with a pool

When is the best time to visit Spring Hill?

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Quick stats about vacation rentals with a pool in Spring Hill

  • Total vacation rentals

    Explore 130 vacation rentals in Spring Hill

  • Nightly prices starting at

    Spring Hill vacation rentals start at $69 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,020 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    130 of Spring Hill vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Spring Hill rentals

  • 4.8 Average rating

    Spring Hill stays are highly rated by guests—averaging 4.8 out of 5!

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