Vacation 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.

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Guest favorite

Home in Lady Lake

4.97 out of 5 average rating, 270 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Aug 2 – 9

G$21,502 GYD per night

Guest favorite

Home in Weeki Wachee

4.99 out of 5 average rating, 156 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.

Oct 14 – 21

G$114,178 GYD per night

Guest favorite

Condo in Crystal River

4.95 out of 5 average rating, 116 reviews

Retreat, waterfront condo/boat slip Crystal River

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

Dec 19 – 26

G$31,028 GYD per night

Guest favorite

Home in Crystal River

4.95 out of 5 average rating, 159 reviews

Old Florida Nature Retreat in Crystal River

You will not want to leave this enchanting "Old Florida" paradise tucked away in a five-acre hammock of moss-draped oaks and exotic palms. Features a charming screened-in porch overlooking lush landscaping, with focal point of a beautiful spring fed 1/4 acre pond, complete with fish and a soothing, lovely waterfall! Minutes away from encountering manatees in the Crystal River springs and fishing in the Gulf. Perfect romantic getaway or solo retreat (base rate is for one to four people)

Apr 1 – 8

G$58,637 GYD per night

Guest favorite

Home in Homosassa

4.91 out of 5 average rating, 33 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.

Feb 26 – Mar 5

G$35,808 GYD per night

Superhost

Home in Hernando Beach

4.85 out of 5 average rating, 132 reviews

Seascape - WHOLE HOUSE 360 water views, pool, gulf

Enjoy the ENTIRE property at Seascape, a spectacular home with expansive water views, heated pool, and instant access to the Gulf. 4BRs, 3 baths + living + family + dining + 2 kitchens + heated salt-water pool + gym + 3 screened patios + 2 boat docks + large deck by water + Laundry room. Escape to kayaking, scalloping, fishing, pool and Florida sunshine all at Seascape! 5 mins drive to Weeki Wachee, 1 hr to Tampa, 2 hrs to Disney, minutes to restaurants, boat rentals, super Walmart...

Sep 25 – Oct 2

G$93,409 GYD per night

Guest favorite

Camper/RV in Brooksville

4.94 out of 5 average rating, 154 reviews

Mini-farm! Delightful 1bd camper w/ pool.

Stay at our hidden mini-farm! A 2017 Camper with a queen sized Murphy bed, 2 bunk beds, and a couch bed. Free wake-up calls provided by our Peacocks. Walk our nature path in the mornings. Feed the piggy, goats, mini zebu or mini-horses treats, and meet our cats, dogs, reptiles, birds, and squirrel! Swim in our pool in the forest. Relax by the fire. Free kayak drop off and pick up to one of the beautiful rivers and springs in our area with a 3 night stay. Safe, gated entry and parking.

Nov 21 – 28

G$15,754 GYD per night

Guest favorite

Guesthouse in Spring Hill

5.0 out of 5 average rating, 111 reviews

J&M Homestead

Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

Sep 21 – 28

G$27,855 GYD per night

Guest favorite

Home in Crystal River

4.96 out of 5 average rating, 106 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.

Mar 22 – 29

G$73,842 GYD per night

Guest favorite

Guesthouse in Dade City

4.95 out of 5 average rating, 160 reviews

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Nov 30 – Dec 7

G$13,993 GYD per night

Guest favorite

Home in Crystal River

4.85 out of 5 average rating, 127 reviews

Oasis heated salted pool /3 mins sister springs

New to Airbnb? use my referral link to get discount- Escape the everyday and experience the extra ordinary when you book this vacation rental in Crystal River. Centrally located (Beach and Crystal River amenities) yet you will feel private & secluded. Enjoy to spend your day on our unique style pool while listening to chirping birds. Enjoy the nature by looking at the window to our private pond. Lots of amenities for your family to enjoy.

Nov 22 – 29

G$56,000 GYD per night

Guest favorite

Camper/RV in Homosassa

5.0 out of 5 average rating, 10 reviews

Camper/Rv in Homosassa

Located near the Homossassa River, you'll enjoy your stay in our brand new 2022 camper. The extra large U-shaped dining table, transfers to additional sleeping for two. Take a seat on the comfy couch and watch TV or take in the calming view of the electric fireplace. In the fridge, you'll find complimentary beverages and a welcome basket full of snacks to enjoy during your stay. End the day with a good nights rest in the upgraded queen bed.

Mar 18 – 25

G$20,879 GYD per night