Holiday rentals with a pool in Homosassa

A cozy living room is depicted, featuring a blue armchair beside a floral-patterned ottoman and a white cushioned chair. A decorative lamp rests on a small table, surrounded by vibrant curtains. Natural light filters through large windows, illuminating indoor plants.

4.94 out of 5 average rating, 181 reviews

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)

Apartment in Crystal River

A welcoming sign for Sawgrass Landing is surrounded by lush green landscaping and natural elements. The sign features decorative script and stylized plant graphics, indicating the entrance to the community.

4.99 out of 5 average rating, 137 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.

Apartment in Crystal River

A spacious pool area is surrounded by palm trees and a wooden deck, featuring lounge chairs positioned around the pool. Two symmetrical condo buildings stand opposite each other, creating a welcoming atmosphere for relaxation and outdoor activities.

4.93 out of 5 average rating, 105 reviews

The Boho in Crystal River with boat slip/pool

Birds, boardwalks and boat slip, included in our unique bohemian inspired condo. Come and relax for a weekend or longer in this exclusive Crystal River complex. Enjoy floor to ceiling views of palm trees and fresh water tides off the deck of this cozy unit. A loft with king bed and private bathroom overlook your deck with electric grill. A boat slip is included (up to 23ft ). Enjoy the pool and lounging area. Ideal for two but allows up to four. Ask about multi unit rentals for large families.

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.

4.96 out of 5 average rating, 155 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.

4.94 out of 5 average rating, 148 reviews

Home in Homosassa

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.

4.96 out of 5 average rating, 156 reviews

An outdoor screened area features a private heated pool surrounded by a spacious deck. Two lounge chairs are positioned nearby, with a barbecue grill present for outdoor cooking. A dining set with multiple chairs is also visible under a covered patio, providing shade and comfort.

Home in Spring Hill

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.

4.96 out of 5 average rating, 49 reviews

An aerial view captures the vibrant community along the waterway, featuring well-maintained villas and lush greenery. Nearby, a serene river flows alongside private boat slips and community recreational areas, with a tennis court and walking paths integrated into the natural landscape.

Home in Homosassa

Homosassa Springs Haven: Riverside Oasis

Escape to Florida’s Nature Coast in this beautiful 3-bedroom, 2-bath villa in a gated community at Tradewinds Resort, a paradise for fishermen & nature lovers. Enjoy access to a private boat slip on the Homosassa River, a community pool, & porch with a BBQ grill. This villa sleeps 6, with a well-equipped kitchen and amenities, cable TV, 75 & 55 inch flat screens, Wi-Fi, & soundbar. Access the Gulf for fishing, scalloping, & dolphin watching, or visit nearby boat-accessible restaurants.

4.98 out of 5 average rating, 191 reviews

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

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.

4.91 out of 5 average rating, 110 reviews

A cozy bedroom features warm wooden paneling and a high, sloped ceiling. A plush bed with a tufted headboard is adorned with soft linens and a decorative pillow that reads 'Family.' Nightstands with lamps are positioned on either side, providing additional light.

Cabin in Homosassa

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!

5 out of 5 average rating, 13 reviews

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!

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.

4.94 out of 5 average rating, 180 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.

Superhost

A serene outdoor pool area is enclosed by a screened patio, featuring steps leading into the refreshing water. Lush greenery surrounds the pool, complemented by vibrant tropical plants. A decorative fountain adds a tranquil touch, enhancing the inviting atmosphere.