Vacation Rentals with Private Pools
Sort by:

Manatee Cottage, 2 Bedrooms, Private Pool, Boat Dock, Canal, Sleeps 4

Fort Myers Beach, FL
2 BR, 2 BA, Sleeps 4,Canal Front
A private pool on the premises, a dock on a canal just beyond, and the Gulf of Mexico a short walk away: Manatee Cottage is ideal for anyone who loves being in and around the water. And with its magazine-worthy furnishings, this two-bedroom, two-bathroom home ...
ONLY $300 TO BOOK NOW!

Reunion Beauty, 8 Bedrooms, Encore Club, Private Pool and Spa, near Disney, Aqua Park

Encore Club - Reunion Resort, Kissimmee, FL
8 BR, 7 BA, Sleeps 19,Resort View
The gated community of Encore resort situated in the Orlando, Florida near Disney and Universal Studios, is an ideal vacation spot and its popularity among the national and international travelers is on the rise. Every year the resort hosts over seventy ...
ONLY $300 TO BOOK NOW!

Flamingo Home, 3 Bedrooms, Pet Friendly, Sleeps 10, Private Heated Pool

Venice, FL
3 BR, 2 BA, Sleeps 8,Best Value/Garden
As you might expect, the private backyard at Flamingo House brims with color and life. Palms and tropical vegetation add lovely contrast against the bright turquoise blue of your private pool.
ONLY $300 TO BOOK NOW!

Parkdale Home, 4 bedrooms, Private Heated Pool, HDTV, WiFi, Sleeps 12

Venice Island, Venice, FL
4 BR, 3 BA, Sleeps 12,Best Value/Garden
You’ll never have to choose at Parkdale Venice House whether to enjoy the pool or beach. This gorgeous 4-bedroom house on Venice Island boasts a private, heated pool and is just a few minutes’ walk to the golden shore.
ONLY $300 TO BOOK NOW!

Palm Villa, 4 Bedroom, Private Pool, Screened Lanai, Washer Dryer, Sleeps 7

Palm Coast, FL
4 BR, 2.5 BA, Sleeps 7,Golf View
When you stay at Palm Villa, you’re living the good life. Everything about this four-bedroom home, from the private enclosed swimming pool to the comfortable, stylish furnishings, is designed to make you feel blissfully at ease.
ONLY $300 TO BOOK NOW!

Royal Swan, 3 Bedrooms, Sleeps 6, Ocean Hammock, Private Pool, WiFi

Ocean Hammock Homes, Palm Coast, FL
3 BR, 3 BA, Sleeps 6,Best Value/Garden
You will think Royal Swan is a 5-star resort while staying in this private home. In this exclusive Ocean Hammock community, offers a tropically landscaped heated swimming pool, summer kitchen, lanai, and in-law suite.
ONLY $300 TO BOOK NOW!

Turtle Paradise, 3 BR, Private Pool, Walk to Beach, Sleeps 6

St. Augustine, FL
3 BR, 2 BA, Sleeps 6,Best Value/Garden
Decorated with an artist’s eye for color, Turtle Paradise is our luxurious home just a 2 block way from the beach in St. Augustine.
ONLY $300 TO BOOK NOW!

Reunion Grand Treasure, 10 Bedroom, Sleeps 20, Encore Club, Private Pool, Near Disney

Encore Club - Reunion Resort, Kissimmee, Fl
10 BR, 10 BA, Sleeps 20,Resort View
If you are looking for the best holiday destination for an entire family, the Reunion Grand Treasure is the one for you. Located in Orlando, this extravagant vacation home is the best way to make memories with loved ones.
ONLY $300 TO BOOK NOW!

Reunion Raven, 8 Bedrooms, Encore Club, Private Pool and Spa, Sleeps 18

Encore Club - Reunion Resort, Kissimmee, FL
8 BR, 7 BA, Sleeps 18,Resort View
Cool midcentury styling plus the latest electronics bring you beauty and comfort in this luxe family home! Enjoy a pool, spa, sun shelf and patio outside; a media room and game loft indoors.
ONLY $300 TO BOOK NOW!

Cool Water, 3 Bedrooms, Sleeps 7, Private Pool, Pet Friendly, WiFi

Palm Coast, FL
3 BR, 3 BA, Sleeps 7,Best Value/Garden
Experience the best of Florida living at our Cool Water House, where you can bask in the sunshine and water right in the privacy of your own home located on a saltwater canal. We have a private dock you can fish from and the Intracoastal is only a few minutes ...
ONLY $300 TO BOOK NOW!

Mangrove Breeze Cottage, Sleeps 4, Pet Friendly, Walk to the Beach, 1 Bedroom

Fort Myers Beach, FL
1 BR, 2 BA, Sleeps 4,Bay Front
Mangrove Beach Cottage is close to all the action. You can walk to the sugary beach and the Gulf of Mexico in five minutes; a stop for the trolley that runs the length of the island in even closer.
ONLY $300 TO BOOK NOW!

Mangrove Breeze Cottage 2, 2 Bedrooms, Pets, WiFi, Walk to Beach, Sleeps 6

Fort Myers Beach, FL
2 BR, 2 BA, Sleeps 6,Bay Front
Mangrove Breeze Cottage 2 on Fort Myers Beach Island is a comfortable ranch-style home that’s close to everything you want to do and see on your vacation. Best of all, even your pets are welcome in this charming cottage that’s just a short walk from beautiful ...
ONLY $300 TO BOOK NOW!

Mangrove Breeze, 3 Bedroom, Fenced Yard, Pets, Walk to Beach, Sleeps 10

Fort Myers Beach, FL
3 BR, 4 BA, Sleeps 10,Bay Front
Mangrove Breeze is a recently remodeled, three bedroom home in Fort Myers Beach that’s close to everything you want to do and see on your vacation. Best of all, even your pets are welcome in this charming cottage that’s just a short walk from beautiful Fort ...
ONLY $300 TO BOOK NOW!

Reunion Dory, 5 Bedrooms, Sleeps 10, Encore Club, Private Pool

Encore Club - Reunion Resort, Kissimmee, FL
5 BR, 5 BA, Sleeps 10,Resort View
Elegant living and family fun come together like never before in the beautiful 3,300 square foot Reunion Dory. While you’re staying at the Encore Club, you can take advantage of the massive new clubhouse complete with a full-service dining room and bar, ...
ONLY $300 TO BOOK NOW!

Primo Pool Home, Sleeps 12, 4 bedrooms, Heated Pool

Fort Myers Beach, FL
4 BR, 3 BA, Sleeps 12,Best Value/Garden
If you’ve been looking for a vacation getaway that can accommodate a crowd, your search is over: A two-story duplex, Primo Pool Home can sleep up to 12 guests. And with two separate living areas and kitchens, it’s as well suited for two families as it is for ...
ONLY $300 TO BOOK NOW!

Sunny Haven, 2 Bedrooms, Private Pool, Sleeps 4

Fort Myers Beach, FL
2 BR, 2 BA, Sleeps 4,Pool View
Visit Fort Myers Beach in style when you stay in Sunny Haven, a single-story home with a highly desirable mid-island location just blocks from the beach. Newly renovated with lots of upgrades, the home provides a peaceful retreat for four away from the ...
ONLY $300 TO BOOK NOW!

Eagle Creek Complex, Six Cabins, Indoor Heated Pool, 4 hot tubs, Sleeps 28

Ruidoso, NM
7 BR, 8 BA, Sleeps 28,Mountain View
Ruidoso is a wonderful place to plan a family reunion or a retreat! There’s no better spot to establish as your reunion headquarters than Eagle Creek Complex thanks to its six comfortable cabins that can accommodate up to 28 of your friends and family.
ONLY $300 TO BOOK NOW!

Beach Daze, 4 Bedrooms, Private Heated Pool, Pets, WiFi, Hot Tub, Sleeps 11

Palm Coast, FL
4 BR, 3 BA, Sleeps 11
Experience Palm Coast from Beach Daze and enjoy the beautiful garden view! This beautiful home features four accommodating bedrooms, three bathrooms and sleeps eleven.
ONLY $300 TO BOOK NOW!

Coquina Dreams, 3 Bedrooms, Private Pool, Sleeps 8

Palm Coast, FL
3 BR, 2 BA, Sleeps 8,Pool View, Free Wifi
Come experience the splendor of Florida’s Atlantic Coast in a beach house that’s like your own private resort. At Coquina Dreams, there’s room for eight in three private bedrooms, so bring the kids or meet up with another family to make vacation memories ...
ONLY $300 TO BOOK NOW!

Ocean Walk, 2 Bedrooms, Sleeps 6, Ocean Views, New Pool

Flagler Beach House, Palm Coast, FL
2 BR, 2.5 BA, Sleeps 6,Ocean View
Fall in love with it first! Ocean Walk is brand new to the rental market and is ready to show off its many new additions.
ONLY $300 TO BOOK NOW!

Sea Horse Manor, 6 Bedrooms, Sleeps 18, Heated Pool, Pet Friendly

Sea Horse, Ft Myers Beach, FL
6 BR, 5 BA, Sleeps 18,Best Value/Garden
You won’t find a more perfect setting for your large vacation group than Sea Horse Manor, a beautiful triplex located toward the northern end of Fort Myers Beach, just a mile from Times Square. You are also just steps from the Gulf of Mexico.
ONLY $300 TO BOOK NOW!