Holiday rentals with a pool in Hernando Beach

Salt water paradise with a pool

Relax with the whole family or just your favorite person at this peaceful place on the waterfront. Bring your own watercraft or use our kayaks. House looks down a picturesque canal that runs out to the gulf. Sunsets are incredible! Beautiful pool, large deck, & large screen room with ping pong, dining, grill & more, create the ultimate environment for relaxing fun. Lots of restaurants nearby, boat rentals, nature preserves & all the essential stores are close by. The 15% fee is Airbnb’s fee.

Value · Family · Pool

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

Family · Location · Sleep quality

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.

Value · Family · Bathroom

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.

Value · Family · Pets

Heated Pool+Spa & Mini Golf w/ Direct Gulf Access

🌴 NEW! Waterfront Ground level home w/ Heated Pool, Spa & Mini Golf Remodeled in October 2025 – Brand New Amenities! Welcome to your private waterfront retreat on Florida’s Adventure Coast! This spacious, pet-friendly home features direct Gulf access, a brand-new heated pool & spa, mini golf, and is perfect for families, boaters, or a relaxing coastal getaway. Walk to local restaurants, kayak with dolphins, fish from your private dock or bring your boat and cruise straight to the Gulf.

Family · Location · Air conditioning

*NEW* - Waterfront - Heated Pool - 4 Kayak - grill

Waterfront Oasis w/ Heated Pool, Dock + Kayaks! Unwind in your private screened-in heated pool or fish right from the private dock. Bring your boat (up to 26’) & furry friends (small fee). Loaded kitchen, grill (propane included), complimentary coffee bar, snow cone machine, & 4 kayaks for fun on the water. Open floor plan, unbeatable backyard views, and the ultimate Florida waterfront escape — perfect for families, boaters, or couples! Don't miss this 5-star waterfront Florida escape!

Family · Location · Heating

Tiki Paradise · Heated Pool · Waterfront · Kayaks

Heated screened-in pool, waterfront with private dock and direct Gulf access. Less than 7 minutes to the Weeki Wachee River — kayaking with manatees. Tiki hut at the water's edge for sunsets, fishing, and dolphin watching. Two floors, sleeps 10. - 3 bedrooms, 3 full bathrooms - 1 king, 2 queens, 2 bunk beds - Loaded coffee bar (Keurig, drip, Nespresso) - Sunroom - Heated screened pool, October 15 – June 30 - Private dock — bring your boat - 4 kayaks, fishing rods, fish cleaning station

Value · Family · Heating

Oasis Getaway

Relax with the whole family at this peaceful place to stay. Perfect Getaway with amazing sunset views from the upstairs balcony and a floating dock on a canal perfect for kayaking and manatee sight seeing. This canal will also take you straight to the ocean. Very spacious home with a tennis table located on the first floor and a beautiful pool to enjoy! Close to many attractions like Weeki Wachee Springs, Outdoor trails, a Marina, Water Park, Hudson Beach and great seafood restaurants.

Location · Value · Bathroom

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!

Location · Family · Air conditioning

Florida Breeze

If you are looking to stay in a quite and safe place here in the Sunshine estate, this may be the right place for you. This a gated condo with beautiful sunset offer lot of amenities . Kick back relax enjoy a nice cold beverage while watching the sunset and you might see a some dolphins. This location is 28 miles from honeymoon island ,36 miles from clearwater beach and 15 miles from weeki wachee spring. There is also great restaurants nearby and trail walks.

Value · Location · Pets

Let's Go Scalloping! Pool, Gym, boat dock

Say hello to “Anchors” by Clearwater Beach Vacation Homes: Built in 2025 this home is brand-spankin' new; and absolutely gorgeous! You'll wake up to mornings of natural Florida Sun dancing through the windows, making the home shine with excitement. Come enjoy this dazzling open 3 bedroom 2 bath house, and it's amazing pool! Located on a quite and serene canal, with kayaks and a gym area- You will have the time of your life here.

Location · Family · Nearby

Waterfront Serenity: Newly refreshed! Pool/Dock

Your Waterfront Oasis Awaits! Our freshly renovated waterfront home blends comfort & adventure with 4 beds, 2 baths, and dreamy water views. Cook in your upgraded kitchen, splash in the screened pool, or grill under the stars at the outdoor kitchen. Paddle our kayaks, fish off the dock, or park your boat steps from home. Brand new everything - plus a ping pong tournament waiting to happen!

Value · Family · Decor