
Vacation rentals with a pool in Homosassa
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Homosassa

Total vacation rentals
Explore 50 vacation rentals in Homosassa

Nightly prices starting at
Homosassa vacation rentals start at €68 per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Homosassa vacation rentals include wi-fi access

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

4.9 Average rating
Homosassa stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Homosassa
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Stilt Home incl Boat Slip 36ft+Parking, GulfAccess
Escape to this luxury elevated new construction with 2,612 sq. ft. under roof, designed and built by and for the developer. Signature@ TradeWinds offers 3 bedrooms, 2.5 bathrooms, hugh screened porch, luxury kitchen, covered parking, communal pool, boat ramp access and boat slip 36ft (free of charge, for reservations after Sept 9th 2026) Perfect for boating, fishing, kayaking, scalloping, paddleboarding or spotting manatees and dolphins. Comfort, space, Gulf access, and true Old Florida living.

Crystal River Paradise with King Bed and Hot Tub
You will not want to leave this enchanting "Old Florida" paradise tucked away in a 5-acre hammock of moss-draped oak trees. Enjoy your morning coffee on our comfy screened-in porch overlooking lush landscaping, listening to a soothing waterfall tumbling into the spring-fed pond. You're secluded in nature, yet only minutes away from manatees in nearby Three Sisters Springs, fishing in the Gulf,, and shopping. Perfect for your romantic getaway or solo retreat (base rate is for 1 to 4 people)

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.

Luxury heated pool+spa. Near Cabot Citrus farms.
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.

Cozy cabin by the river/ hot tub/dog friendly
Adorable mini cabin located within Sun Retreats RV Resort. All the comforts of home. King size bed on main level. Queen in upstairs loft. Golf cart distance to MacRae’s and Monkey Bar, the Freezer and more. 10 minute drive to Crystal River and Chaz. Publix and shopping within a mile. Right near the springs, boat launch, kayak and golf cart rentals. Beautiful all age community with heated pool. Steps from dog park! Hard wood, cedar, a cozy rustic chalet vibe. Now with ac in the loft!

Gulf-Front Retreat w/ Private Pool & Kayak Access
Escape to this serene 3-bedroom Gulf-front retreat in Crystal River, FL. Enjoy a private pool, stunning sunsets, and direct water access for kayaking, fishing, or manatee spotting. Perfect for families or couples, this coastal gem offers comfort and charm. Whether you're spotting manatees in nearby springs, fishing off the dock, or sipping wine as the sun sets over the water, this serene retreat offers the perfect blend of adventure and relaxation. Your slice of paradise awaits!

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.

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.

Restful Tropical Oasis | Heated Pool & Backyard
💎 Escape to your Private Tropical Oasis! ✨ Indulge in an extraordinary Crystal River getaway! 🌊🌴 Perfectly private yet minutes from top attractions and beaches. Wake up to the sounds of nature in this family-friendly sanctuary. 🐦🎶 💎 Why Book With Us? 🏝️ Tropical Backyard 🏊 Heated Pool: Sparkling clean & ready for a dip! 🔥 BBQ & Fire Pit: Perfect for starlit cookouts. 📅Book your dream escape today! 🌊☀️

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! ✨
Popular amenities for Homosassa rentals with a pool
House rentals with a pool

Crystal River home

PALM CREEK GETAWAY spring meets gulf+pool/spa

Private Spa *Heated Pool* & Firepit Near Manatees!

The Roost on River w/ Pool, Dock, Fire Pit &Kayaks

Deep-H2O Retreat: Dock/Kayaks/Pool & Dogs Welcomed

Luxury Waterfront Pool Home w/spa & deep canal

Homosassa Springs Haven: Riverside Oasis

Sassafied!
Condo rentals with a pool

Florida Breeze

The Chubby Mermaid!

Wafflemaker Pool Waterfront condo 2BRfull ensuite

Saddlebrook Resort Modern Hacienda

Upscale Corner Retreat | 2 Suites | Saddlebrook

Cozy Gulf Island Resort Condo #603 in Hudson

1/1, waterfront, Hudson, private beach! #410

Peace and quiet on the Gulf of Mexico!
Other vacation rentals with a pool

Homosassa Springs-Waypoint

Cozy house in the heart of old Homosassa!

Fully private fenced pool home near the river

Waterfront at Weeki Wachee

Homosassa River Waterfront, Dock, Kayaks, Golf Car

Luxury Waterfront | Pool+Spa | Dock | Kayaks/Views

Crystal River Manatee Palace Waterfront HeatedPool

Waterfront Home. Heated pool. Dock. 5 star stay.
When is the best time to visit Homosassa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €227 | €257 | €261 | €217 | €216 | €219 | €265 | €227 | €213 | €203 | €214 | €230 |
| 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 |
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