Vacation rentals with a pool in Homosassa

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Top-rated rentals with a pool in Homosassa

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

An outdoor screened patio area features cozy seating arrangements with plush cushions. A small table is placed between two lounge chairs, and ambient lighting enhances the space. The inviting saltwater pool and lush greenery are visible in the background, creating a tranquil retreat.

Home in Crystal River

4.89 out of 5 average rating, 221 reviews

Tropical Oasis Pool*firepit* 3 mins Sister Spring

Reasons to Stay here: ➡️Amazing Backyard ➡️Clean Pool ➡️BBQ / Fire Pit ➡️Private & Calm location ➡️Near to all Crystal River Attractions ❤️Indulge in an extraordinary getaway when you book this Crystal River 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 and enjoy the serene views of our private pond. This rental offers a range of amenities for your family's pleasure.

Top guest favorite

A private heated pool is enclosed within a screened lanai, surrounded by serene natural landscaping. The water is calm and clear, with a tiled edge. Nearby, comfortable seating areas are visible, enhancing relaxation opportunities in this tranquil outdoor space.

Home in Weeki Wachee

4.98 out of 5 average rating, 180 reviews

Private luxurious pool/spa home. 2acre sanctuary.

Welcome to Sunshine and your beautiful secluded oasis. Spend your days lounging at the PRIVATE HEATED POOL/SPA in a 1100sq ft screened lanai, nights star gazing. 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, deep sea fishing, kayak & so much more! Pin locks/alarms on tops of all doors keep kids safe.

Top guest favorite

A tranquil pool area is surrounded by palm trees and wooden decking. Sun loungers are arranged along the edge of the pool, which features clear blue water reflecting the sunlight. The space is enclosed, providing a relaxed atmosphere for guests.

Condo in Crystal River

4.99 out of 5 average rating, 125 reviews

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.

Top guest favorite

A small group of goats is gathered in a grassy area surrounded by fallen leaves and trees. The goats, varying in color from light brown to black, are seen grazing on the grass, creating a serene scene of farm life.

Farm stay in Crystal River

4.98 out of 5 average rating, 134 reviews

Barn Style Tiny Home on Mini-Farm

We have baby 🐷🐽! Scalloping Season! Tiny home on a rescue farm near springs, tubing rivers, and beaches! It is 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!

Guest favorite

A screened-in swimming pool is visible, surrounded by a brick patio. Two colorful chairs are positioned beside the pool, offering a place to relax. Lush greenery and a white fence frame the background, enhancing the outdoor space.

Home in Crystal River

4.98 out of 5 average rating, 124 reviews

🏝Waterfront Pool & Dock, Close to Springs & Gulf🎣🌞

Bring friends & family to this fully remodeled and decorated home. It features a screened in pool, multiple fireplaces, and floating dock to tie up your boat(s) in a deep water canal with direct access to the Gulf and 3 Sisters Springs. Enjoy swimming with the manatees, scalloping, fishing in the gulf, kayak (2 inc.) & tube down the river, or shop & eat in Downtown Crystal River. The home has over 2,300 sq ft, 3 bedrooms / 3 baths making it a comfortable getaway for any season and occasion.

Top guest favorite

The outdoor pool area is framed by lush greenery, showcasing a clear blue sky. Lounge chairs line the deck, and a section of the pool features a shallow entry with steps. Nearby, raised boardwalks lead to scenic views of the surrounding wildlife.

Condo in Crystal River

4.95 out of 5 average rating, 153 reviews

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

Guest favorite

A large swimming pool is surrounded by a spacious deck, reflecting the serene blue water and the nearby trees. The house, featuring a dark exterior and a warm roof, is positioned behind the pool, providing a seamless connection to the outdoor space.

Home in Homosassa

4.94 out of 5 average rating, 109 reviews

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.

Guest favorite

An aerial view captures a private waterfront home with a heated, fully-screened pool surrounded by a spacious patio and greenery. A boat dock is visible along the canal, with seating areas positioned for relaxation by the water.

Home in Crystal River

4.94 out of 5 average rating, 156 reviews

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.

Top guest favorite

A screened-in pool area features a clear, inviting pool with a waterfall and soft blue water. Surrounding greenery provides privacy, while lounge chairs are positioned near the water. Sunlight filters through the mesh enclosure, creating a bright and airy atmosphere.

Home in Spring Hill

4.95 out of 5 average rating, 121 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.

Guest favorite

Tiny home in Homosassa

4.97 out of 5 average rating, 109 reviews

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.

Guest favorite

A viewing deck equipped with several white chairs overlooks calm waterways. A small boat and two kayaks are visible at the dock, surrounded by lush reeds and gentle water reflections under a bright blue sky.

Home in Hernando Beach

4.97 out of 5 average rating, 115 reviews

Saltwater Pool • Kayaks • Pedal boat + more!

Discover the perfect spot for a fun-filled vacation with family and friends at Seaside Retreat! Nestled along the beautiful waterways of Hernando Beach, this waterfront getaway offers everything you need for relaxation and adventure. Whether you’re looking to unwind by the pool, paddle through the serene waters, or enjoy lively local entertainment, Seaside Retreat has it all. Book your stay today and make unforgettable memories by the water!!

Guest favorite

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

4.93 out of 5 average rating, 120 reviews

SpringHill Oasis

Welcome to our stunning Springhill retreat! Enjoy a refreshing dip in the pool, challenge your friends to a game of pool, and create lifelong memories with your family. Located near Weeki Wachee Park and Three Sisters Springs, this serene getaway offers tranquility and natural beauty. Only 50 minutes from Tampa International Airport, convenience and relaxation await you here. Book now for an unforgettable vacation!