
Holiday rentals with a pool in Homosassa
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Homosassa
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Barn Style Tiny Home on Mini-Farm
Books fast! Manatee season! Tiny home on a rescue farm minutes to manatees, springs, rivers, and beaches! A refuge for fainting goats, ducks, chickens, baby piglets, an OUTDOOR hot/cold shower, and a COMPOST toilet. Adventures, fishing, while manatees, dolphins, and other wildlife can be spotted near year-round. Sit by a fire and relax in Adirondack chairs, hammock or at a picnic table. Bring water toys, kayaks, ATVs, RV/trailer, boats, and fur babies for the ultimate GLAMPING getaway! Read all!

Waterfront Condo in Sawgrass Landing
A unique setting surrounded by palm trees and water with a boardwalk to your front door. This quiet location is canal front with views to the Salt River. The Gulf of Mexico is accessible via Crystal River located just across the Salt River from the condo. Wonderful seafood restaurants and activities, such as kayaking, snorkeling, swimming with the manatees, scalloping, biking, golfing, saltwater and freshwater fishing are all available nearby. A public beach is located 4 miles from the condo.

Retreat, waterfront condo/boat slip/pool
This exclusive complex offers old Florida charm. Raised boardwalks, pool, dock with boat slip, scallop cleaning station and abundance of wildlife to watch. Perfect for a couple, allows up to four. We offer breath taking sunrise and sunset floor to ceiling views. Kayaking, scalloping, birdwatching, fishing, golf and swimming with manatees are all available locally. Fantastic seafood restaurants, grocery stores, and shopping all close by. Come experience the best Crystal River has to offers

Pool home centrally located
Located within minutes to world class fishing, golfing, the famous Ellie Schiller's wildlife state park, hiking trails, biking trails, the Peace caves, manatee tours and our local monkey celebrities! Come back to your space and cool off in our large pool while grilling and chilling with the family. The pool is equipped with a safety gate and floatation buoy for the safety of your small children. In walking distance is Sassa Style Rentals where you can rent golf carts, kayaks, boats and more.

Tranquil guest home with beautiful salt water pool
Our tranquil getaway! Whether on vacation or traveling for work, this is the place to stay! With a beautiful pool and gigantic screened in area with comfortable patio furniture and a place to have your meals outside, you can't beat our guest house for enjoying Florida's weather. Inside, we have just added a stunningly comfortable new Queen sized bed with a "Purple" mattress on an adjustable frame. We have hi speed wi-fi and a large screen TV with Amazon Prime, Netflix, and more.

Waterfront retreat with heated pool and boat dock
This lovely, newly remodeled 3-bedroom, 2-bath water-front home is situated on a private oasis-like retreat in the middle of a wildlife preserve. Whether you are fishing from the 50-foot seawall (dock up to 2 boats), swimming in the heated fully-screened pool, kayaking into King's Bay right outside our canal hanging out with manatees, or boating in the Gulf of Mexico, there is something for everyone. This house sleeps 10 and is fully set up for a perfect vacation.

Luxury Tiny House By The River/Pets/pool/hot tub
High-end luxury vacation cottage with loft. Rustic modern design. Golf cart friendly community. Close to springs, shopping, restaurants. Peaceful environment to enjoy the gulf coast. Boat/trailer welcome. Small Fenced dog park 10 steps away!! Golf cart rentals nearby. Most exciting, happening side of the nature coast. Lots of activities, bingo, card games, pool table, music, karaoke, community fire pit with swings. On-site laundry. Friendly neighborhood.

Tropical Oasis w/ Heated Pool* 3 mins Sis Spring
❤️Why Stay here?❤️ ➡️Amazing Tropical Private Backyard ➡️Clean Heated Pool ➡️BBQ / Fire Pit ➡️Private & Calm location ➡️Near Crystal River Attractions Indulge in an extraordinary getaway when you book this 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. This rental offers a range of amenities for your family's pleasure

Pink Flamingo Retreat Crystal River.
Welcome to The Pink Flamingo Retreat, a bright and cheerful 3-bedroom, 2-bath home just 1 mile from Three Sisters Springs and Plantation on Crystal River. Start your day kayaking alongside wild manatees, then return to your own private screened-in pool for sun-soaked afternoons. Inside, you’ll find an open living space, fully stocked kitchen, Enjoy a late checkout (1 PM!), you’re just minutes from the springs, riverfront, and golf course.

Cozy Cottage! “ Steps away from Kings Bay!”
This Cozy Cottage is centrally located in Crystal River, steps away Kings Bay! Heated pool, ( October til May) under the oaks, large fenced in yard, take the 4 bikes out for a cruise around the neighborhood or get the family out kayaking in the Bay, 1 double, 3 single kayaks, 1 paddle board , paddles and life jackets, 1/4 mile to 3 sisters springs! Our family has been coming here years and love the area

Saltwater Pool • Kayaks • Pedal boat + more!
Welcome to Seaside Retreat! 🌴 Relax and unwind at this bright waterfront getaway in Hernando Beach! 🏖️ Private pool & peaceful canal views 🩴 Fun coastal vibe, perfect for families & friends 🍳 2 bedrooms • 2 baths • full kitchen Spend your days lounging poolside, kayaking the canals, or watching golden sunsets from the dock. ✨ Book your stay today and let the seaside magic begin! ✨

The Sassa Mermaid with pool and kayaks
Come see what Homosassa's beauty has to offer! Launch one of our kayaks provided right from the back yard to the spring waters of the Hall's river and come back to cozy up to a bonfire in the evening. Enjoy our beautifully furnished home with new plush pillow top beds and flat screen televisions. We are minutes from public boat ramps, restaurants, shopping, and local charters.
Popular amenities for Homosassa rentals with a pool
House rentals with a pool

Crystal River Waterfront w/Dock, Pool & Manatees!

Private Spa *Heated Pool* & Firepit! Near Manatees

Hernando Beach | Gulf Access, Dock & Heated Pool

River Home w/boat ramp, dock, trailer parking, EV

Misol Oasis Home!

Waterfront | Dock | Heated Pool | Kayaks | Beach

Peaceful Paradise ~Crystal River

Zen Spot Sanctuary Heated Salt Water Pool Koi Pond
Apartment rentals with a pool

Gulf Island Breezes · stunning sunsets await!

Comfortable Lake View Retreat Townhome w/ Golf

Saddlebrook Resort 1 bedroom 1 bath

2/2, waterfront, Hudson, private beach! #707

Cozy Gulf Island Resort Condo #603 in Hudson

GORGEOUS SUNSETS Starting at $69 night

Tropical Resort

Florida Breeze
Other holiday rentals with a pool

Homosassa Springs Haven: Riverside Oasis

Quiet Condo between 2 lakes!

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

Villa JOY: 3-bed / 2-bath & private pool/spa

Peace Cottage

4 BR, 3.5 BA Waterfront Villa at TradeWinds 103

The River House 4/3.5 Boat Slip kayaks

River Retreat RV/Camper in Old Homosassa Springs
When is the best time to visit Homosassa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $359 SGD | $392 SGD | $327 SGD | $327 SGD | $333 SGD | $324 SGD | $405 SGD | $346 SGD | $325 SGD | $310 SGD | $331 SGD | $346 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Homosassa

Total holiday rentals
Explore 50 holiday rentals in Homosassa

Nightly prices starting at
Homosassa holiday rentals start at $105 SGD per night before taxes and fees

Verified guest reviews
Over 1,510 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Homosassa holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Homosassa rentals

4.8 Average rating
Homosassa stays are highly rated by guests – averaging 4.8 out of 5!
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- Weeki Wachee Springs
- Rainbow Springs State Park
- Fort Island Beach
- Tampa Palms Golf & Country Club
- Honeymoon Island Beach
- Fred Howard Park
- Black Diamond Ranch
- Weeki Wachee Springs State Park
- Hunter's Green Country Club
- World Woods Golf Club
- Bird Creek Beach
- Homosassa Springs Wildlife State Park
- Plantation Inn and Golf Resort
- Tarpon Springs Golf Course
- Ocala Golf Club
- Ocala National Golf Club
- Lake Griffin State Park
- Old Memorial Golf Club
- Arlington Ridge Golf Club
- The Preserve Golf Club
- Anclote Key Preserve State Park
- Crystal River Archaeological State Park
- Citrus Springs Golf & Country Club
- Tarpon Springs Castle Winery




