Holiday rentals with a pool in Homosassa Springs

4.91 out of 5 average rating, 115 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 cedar cabin located within Sun Retreats river 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!

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, 186 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

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.

4.99 out of 5 average rating, 149 reviews

4.94 out of 5 average rating, 164 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.

5.0 out of 5 average rating, 101 reviews

A geodesic dome structure is illuminated against a twilight sky, showcasing its triangular window panels. Surrounding oak trees create a natural frame, and soft lighting from within enhances the inviting atmosphere. Spacious outdoor decking is visible, set against a backdrop of the tranquil forest.

Dome in Lecanto

Geodesic Dome Retreat w/ Plunge Pool & Firepit

Escape to The Pearl, a geodesic dome retreat on 5 wooded acres in Florida’s Nature Coast. Relax in the plunge pool, gather around the firepit , and explore nearby springs in Crystal River & Rainbow River. Surrounded by old oaks and peaceful forest, this adults-only getaway offers a nature escape while still being centrally located to kayaking, manatee tours, and the Withlacoochee bike trail. Morning coffee with birdsong & evenings under the stars are part of what makes this place special.

The entrance of Ruba's River Retreat features a colorful mural welcoming guests. A bright blue door complements the vibrant painted wall, adorned with tropical elements. The pathway is lined with pebbles, leading into the inviting entryway.

4.97 out of 5 average rating, 104 reviews

Dock and Kayaks | Private Pool | Dogs Welcome

Welcome to our 2-bedroom, 2-bath Crystal River retreat that sleeps 6+ guests, where the dock, pool, & easy indoor flow make group time simple. • Private screened pool, patio lanai, & fenced yard for lounging & play • Dock access with use of 5 kayaks + room for a boat trailer • Open living area, 6-seat dining table, 2-seat breakfast table & desk for remote work • Crystal River Preserve State Park & local springs/trails are close by Enjoy a relaxed base with water access & book your stay!

4.98 out of 5 average rating, 195 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

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.

4.97 out of 5 average rating, 105 reviews

The pool area is illuminated at night with vibrant lights, casting colorful reflections on the water. The curved shape of the pool is complemented by a spa and surrounded by lush greenery. A safety fence surrounds the space, enhancing privacy.

Home in Lecanto

Serene Paradise Heated Pool/HotTub/TikiBar 4 BR's

Looking for a getaway for the whole family, a few couples, or a fantastic friends trip? If you are looking for Florida Heaven, you found it! Welcome to Paradise Palms! THIS is a amazing 4000 sq ft property! Our place sleeps up to 16! Its a newly furnished coastal beauty! You will feel like you are at a private resort! Step outside to a unique custom made Tiki bar, a huge Hot Tub, as well as a Salt water pool and waterfall. All this nestled on 2 acres for endless privacy and seaclusion!

A spacious patio area surrounds the heated pool, featuring a table with an umbrella and several comfortable chairs. The screened enclosure allows for unobstructed views of the clear blue water and is complemented by a grill station nearby.

4.93 out of 5 average rating, 111 reviews

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

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, 188 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.

4.97 out of 5 average rating, 148 reviews

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! ✨

A private swimming pool area is showcased, surrounded by natural greenery. Two wooden chairs are positioned on a stone pathway next to the pool, offering a serene space for relaxation. The fencing provides security while maintaining an open view of the outdoor surroundings.

4.94 out of 5 average rating, 476 reviews

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 Springs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 126 reviews

A spacious waterfront property is set on a canal, surrounded by greenery and palm trees. The structure features a large screened-in area, showcasing the outdoor living space and pool, while reflecting the tranquil water nearby.

Home in Spring Hill

PALM CREEK GETAWAY spring meets gulf+pool/spa

An aerial view showcases the property with a spacious pool integrated into the backyard. A well-maintained dock extends into the water, illuminated by a green light, accompanied by colorful kayaks. Nearby, palm trees add greenery to the inviting outdoor space.

4.91 out of 5 average rating, 142 reviews

Waterfront home heated pool+jacuzzi+game room+golf

An open living space features a large dining table set for six, accompanied by decorative candles. A cozy seating area in the background includes a sofa and chairs, illuminated by natural light from multiple windows. The vaulted ceiling showcases exposed beams, enhancing the spacious feel.

4.89 out of 5 average rating, 111 reviews

Waterfront A-Frame with Heated Pool, Dock, Kayaks

4.9 out of 5 average rating, 117 reviews

A sparkling pool is framed by a screened enclosure, showcasing a gentle curve leading to a relaxation area. The space features lounge chairs and potted plants, with a cozy seating arrangement visible in the background, offering a serene environment to unwind.

Home in Citrus Springs

Citrus Springs Oasis-Rainbow River, Manatees, Golf

4.98 out of 5 average rating, 106 reviews

An outdoor space features a heated swimming pool beside a lanai. A table with chairs and a television is situated under the screened roof, while a hot tub is positioned nearby. Two inflatable rings float in the clear water, surrounded by potted plants.

Home in Citrus Springs

Private Spa *Heated Pool* & Firepit Near Manatees!

4.9 out of 5 average rating, 10 reviews

NEW 4bed 3 bath with kayaks on River

The living area features tall windows providing ample natural light and views of the outdoors. Two comfortable sofas and a wooden coffee table are arranged on a patterned rug. Exposed beams add architectural interest, while decorative wall art enhances the space.

5.0 out of 5 average rating, 35 reviews

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

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.

4.95 out of 5 average rating, 55 reviews

Homosassa Springs Haven: Riverside Oasis

Apartment rentals with a pool

Apartment in Crystal River

Several boats are docked alongside a wooden pier, surrounded by lush greenery and trees. A soft, golden light enhances the serene scene, while a rainbow stretches across the sky, adding a touch of color to the tranquil waters.

Retreat, waterfront condo/boat slip/pool

4.95 out of 5 average rating, 181 reviews

A spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.

4.92 out of 5 average rating, 113 reviews

Florida Breeze

Apartment in Crystal River

The Chubby Mermaid!

5.0 out of 5 average rating, 28 reviews

4.94 out of 5 average rating, 31 reviews

Apartment in Inverness

Wafflemaker Pool Waterfront condo 2BRfull ensuite

4.95 out of 5 average rating, 64 reviews

Cozy Gulf Island Resort Condo #603 in Hudson

A light-filled living area features a comfortable sectional sofa with decorative pillows and a wooden coffee table. Adjacent, a dining space with blue chairs and a kitchen area is visible, providing an open layout that enhances the overall atmosphere.

4.72 out of 5 average rating, 97 reviews

2/2, waterfront, Hudson, private beach, #401

A panoramic view of the serene Gulf of Mexico unfolds, featuring lush green islands surrounded by calm waters. The sky is filled with soft clouds, and the horizon merges seamlessly with the water, creating a tranquil and expansive landscape.

4.89 out of 5 average rating, 61 reviews

Peace and quiet on the Gulf of Mexico!

Coastal Condo with Pool, Gym & Gulf Sunsets

Other holiday rentals with a pool

4.94 out of 5 average rating, 114 reviews

Cottage in Crystal River

Cozy Cottage! “ Steps away from Kings Bay!”

A screened-in pool area is displayed, featuring a clear blue swimming pool with steps leading in. Surrounding the pool are various lounge chairs and shaded seating areas, set against a backdrop of lush greenery and a private playground visible in the distance.

4.97 out of 5 average rating, 36 reviews

Sassafied!

An aerial view captures a serene neighborhood beside a river. Lush greenery surrounds various homes, each with yards and boat docks. The area highlights the proximity to water, with boats visible along the shore, conveying a relaxed, community-oriented atmosphere.

4.88 out of 5 average rating, 59 reviews

Crystal River Manatee Palace Waterfront HeatedPool

4.98 out of 5 average rating, 89 reviews

Cabin in Crystal River

Johnny's Cottage

4.94 out of 5 average rating, 32 reviews

Crystal River Waterfront w/ Dock, Pool & Manatees!

4.96 out of 5 average rating, 23 reviews

Fully private fenced pool home near the river

4.95 out of 5 average rating, 42 reviews

Waterfront Getaway with Pool & Private Dock

The entrance features a brick archway leading to a vibrant mural depicting manatees swimming in blue water, surrounded by colorful fish. The paved area is spacious, and grassy lawns are visible in the background, creating an inviting outdoor space.