Holiday rentals with a pool in Hernando County

Waterfront at Weeki Wachee

This riverfront playground is perfectly located to experience the best that the Weeki Wachee River system has to offer! Use the provided kayaks for close encounters with beautiful manatees in the crystal clear water, or bring the boat. We have DIRECT gulf access and drive-on jet ski lift! Unwind after a day of playing in the river, in the brand new heated saltwater pool with a built-in Sun Shelf lounge! It's all about the outdoors here, and it's all about you. Owner is experienced Superhost.

Waters Edge-A Lakefront Oasis of Peace & Privacy

A 10-acre private lakefront estate ideally located to explore both Tampa Bay & Orlando attractions. A scenic, tranquil & luxurious retreat from the city. Directly on Lake Dowling with great bass fishing. Fishing kayaks (3), dock with custom kayak launch, four bedrooms (2 primary suites), 3 full/2 half baths, lux fully equipped kitchen, heated pool, fire pit, games, library, washer/dryer, birdwatching & stargazing. Water’s Edge promises an unforgettable experience in a stunning natural setting.

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

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.

Fuel Your Passion, Epic Moto Ranch Factory Ride

Embark on your escape to the Moto Ranch at Croom; an unforgettable off-road & outdoor adventure in the heart of nature. Situated on a serene 5-acre compound inside Croom Motorcycle Area & Withlacoochee State Forest, this is your exclusive gateway to almost endless thrilling motorcycle/ATV trails, outdoor experiences like mountain biking, horseback riding, kayaking, etc. and best of all… endless natural beauty! ☑ Many modern amenities of home ☑ Private access to Croom’s trails ☑ Pets welcomed

Adv. Coast: 3/3 Heated Pool, Near Springs, Beach

Enjoy Florida's Adventure Coast and return to relax at this AirBnB with your own private pool and covered outdoor dining/lounging area in this 3-bedroom 3-bath home. This modern style home is centrally located-- 10 minutes to Adventure Coast Fun Park 7 minutes to Weeki Wachee Spring 8 minutes to Botanical Garden & Nursery 16 minutes to Pine Island (white sand beach w/ $5 all day parking) 45 minutes to Tampa International Airport 1 hour to Clearwater Beach 1 hour & 45 minutes to Disney World

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.

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. ✔️ 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 🔥 With over 130 five-star reviews, our guests consistently love our home including the game room and warm sparkling pool.

Private luxurious pool/spa home. 2acre sanctuary.

Welcome to your beautiful, secluded, sunny oasis. Spend your days lounging at the PRIVATE HEATED POOL/SPA in your screened lanai, nights stargazing . Relax with a drink while bird watching or enjoy a candlelit jetted soak in the masterbath. Fully equipped kitchen for the family chef. Outdoor grill. Close to all! MERMAIDS SCALLOPING, SWIMMING W/MANATEE in crystal clear rivers, gulf beaches, & so much more! Pin locks/alarms on tops of all Exterior doors keep kids safe. POOL HEAT INCLUDED.

Waterfront home heated pool+jacuzzi+game room+golf

Bring your boat or rent nearby! Minutes to prime SCALLOPING waters. Enjoy a HEATED pool, jacuzzi, putting green, ping pong table, massage chair, arcade basketball, paddle boards, kayaks, bicycles, four jetski docks & boat dock. FISH CLEANING STATION/deep canal. Open floor plan with 4 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for fishing, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!

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.

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.