Orlando Vacation Homes › Orlando Vacation Homes with Private Pools
There is nothing quite like coming back to your vacation home from the theme parks and relaxing in your own private pool.
Orlando offers many short term rental properties for sale that include private swimming pools.
Below is a list of the latest Orlando Vacation Homes with Private Swimming Pools.
Discover an excellent opportunity to own a beautifully furnished 4-bedroom, 3-bathroom townhome in the gated Paradise Palms Resort community, conveniently located just mi...
This fully furnished 5-bedroom, 5-bathroom pool home offers the perfect blend of comfort, entertainment, and flexibility within the guard-gated ChampionsGate Resort commu...
FLEXIBLE PATHS TO OWNERSHIP • OWNER FINANCING • LEASE WITH OPTION TO BUY • PRIVATE POOL • RESORT COMMUNITY 4 Bedrooms | 3 Full Bathrooms | 1,902 Sq. Ft. | Private Spla...
Welcome to 2806 Spinning Silk Court, an impressive 6-bedroom, 6-bathroom pool home offering 3,399 square feet of living space, a spacious yard and oversized garage in the...
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly paymen...
Exceptional opportunity to own a fully furnished, well-maintained 8-bedroom vacation home with a media/theater room in the highly sought-after ChampionsGate Resort. The p...
Welcome to this beautiful 3-bedroom, 2-bathroom pool home in the highly sought-after Hampton Lakes community. Designed for comfortable Florida living, this home features ...
Welcome to this beautifully FULLY FURNISHED townhouse located in Windsor Island Resort, one of Davenport’s premier short-term rental communities. This stunning 5-bedroom,...
FULLY FURNISHED • SINGLE-STORY • 4 BEDROOMS • 3 BATHROOMS • PRIVATE POOL • WINDSOR PALMS RESORT Welcome to 8010 King Palm Circle, a fully furnished 4-bedroom, 3-bath s...
NO HOA, PRIVATE POOL & MINUTES FROM DISNEY! Whether you’re searching for a primary residence, Florida vacation home, or investment property, this 3-bedroom, 2-bathroom ho...
Beautiful Emerald Island Vacation Home | Themed Bedrooms | Game Room | Resort-Style Amenities Welcome to your dream vacation retreat in the highly sought-after Emerald...
Do you visit Florida so often that you think it makes more sense to own a second home here? Well if you paused..... and then answered yes, you are 100% right that it mak...
LOCATION*** LOCATION*** LOCATION*** JUST A FEW MILES FROM DISNEY*** MOTIVATE SELLER*** SELLER WILLING TO ASSIST WITH CLOSING COSTS WITH AN ACCEPTED OFFER*** Step into lux...
LOCATION*** LOCATION*** LOCATION*** JUST A FEW MILES TO DISNEY THEME PARKS*** MOTIVATED SELLER*** SELLER WILLING TO ASSIST WITH CLOSING COSTS WITH AN ACCEPTED OFFER*** St...
TURNKEY, FULLY FURNISHED POOL HOME IN CHAMPIONSGATE! Welcome to 590 Pebble Beach Drive, a beautifully furnished 4-bedroom, 3-bathroom townhome located in the highly desir...
Discover the ideal blend of comfort, entertainment, and investment potential with this impressive 6-bedroom, 5-bathroom home in Kissimmee. Designed with both everyday liv...
Welcome to 750 Sticks St, a beautifully appointed 6-bedroom, 5-bathroom home in the sought-after ChampionsGate community of Davenport, offering an exceptional combination...
Beautiful two-story vacation home featuring five bedrooms and 4.5 baths, ideally located just minutes from Walt Disney World Resort. Fully furnished and tastefully decora...
Welcome to a standout, fully furnished vacation home in The Retreat at Champions Gate—an exceptional 5-bedroom, 5-bath residence designed to accommodate larger travel gro...
PRISTINE CONDITION + POOL + NO HOA + RENTAL FLEXIBILITY! Welcome to 1612 Oak Hill Trail in the desirable Indian Ridge Villas community of Kissimmee! This spacious 5-bedro...
Your private pool at home. A resort just beyond your door. This is Florida living made easy. Welcome to this fully furnished 4-bedroom, 3-bath pool home in ChampionsGate...
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven Rental Income Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE ...
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven STR History Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RE...
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven STR History Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RE...
LOCATION, LOCATION, LOCATION! Directly across the street from Storey Lake Resort’s popular Hideaway Clubhouse, this fully furnished 6-bedroom, 5-bath vacation home offers...
The home comes fully furnished with 4-bedroom, 3-bathrooms with a pool and hot tub. The home is in ChampionsGate community and is perfect for investors, primary home or s...
Stunning Turn-Key 7-Bedroom, 6-Bathroom Pool & Spa Home Formosa Gardens Estates, Kissimmee, Florida An exceptional opportunity to purchase this glorious turn-key 7-be...
Welcome to 110 Saragossa Ave, where resort-style living, a private pool, and a prime Central Florida location all come together! Located in the sought-after Solana Resort...
This Stunning Water View 4 Bedroom / 3 Bath Townhome Located in The Highly Desirable Community of Stoneybrook (Championsgate) is aTurnkey for Short Term Rental or Full T...
Welcome to 2671 Manesty Lane, fully furnished vacation home in the highly desirable Windsor Hills Resort, one of the closest resort communities to Walt Disney World. Loca...
Welcome to one of the largest homes on one of the most desirable lots in Windsor at Westside Resort! This impressive, fully furnished and equipped vacation home offers an...
THEMED BEDROOMS AND EXTENDED DECK! Welcome to Paradise Palms Resort! This gorgeous townhome features 4 bedrooms and 3 bathrooms with a private pool. The kitchen and bathr...
Exceptional 6-bedroom, 5-bath pool home, offered fully furnished and meticulously maintained. Professionally designed with custom theme-park-inspired décor, memorable det...
Short Sale. Welcome to Windsor Island Resort! This fully furnished 10-bedroom, 8-bathroom vacation home offers 4,399 square feet of thoughtfully designed living space, ma...
Welcome to 8427 Secret Key Cove, a beautifully renovated and professionally designed 7-bedroom, 4.5-bathroom home located in the highly sought-after Emerald Island Resort...
Welcome to 3707 Lana Avenue, this is a stunning 8 bedroom, 6 bathroom pool home situated in the exclusive Windsor Island Resort. If you have been looking for the perfect ...
An incredible opportunity for investors and vacation-home buyers! Welcome to 1541 Mulligan Boulevard, a beautifully furnished 6-bedroom, 6-bath home in the sought-after C...
Fully furnished 4-bedroom home offering exceptional flexibility as a primary residence, vacation getaway, or income-producing rental property—with NO HOA fees! Ideally lo...
Experience exceptional Florida living in this beautifully updated 4-bedroom, 3-bath pool home located in the private, gated community of Tuscan Hills. This high-performin...
PRIME INVESTMENT OPPORTUNITY IN CHAMPIONSGATE! This fully turnkey, professionally decorated 6 bedroom, 6 bathroom vacation home offers a compelling opportunity for buyers...
Welcome to this stunning 5-bedroom, 5-bathroom home, where comfort, style, and adventure come together in one exceptional property. Designed with both relaxation and ente...
Welcome to an exceptional vacation home in the highly desirable Windsor Island Resort! This beautifully furnished 7-bedroom residence offers the perfect combination of co...
Imagine having your own piece of Florida just minutes from the magic of Disney — a place where family & friends come together, afternoons linger by the pool, and every vi...
Welcome to this spacious 9-bedroom, two-story residence offering an exceptional open-concept design, ideal for those seeking room to grow or a high-performing investment ...
Turnkey investment opportunity in the sought-after, guard-gated Paradise Palms Resort! This furnished 4-bedroom, 3-bath townhome (1,902 sq ft, built 2012) features its ow...
Welcome to this stunning 7-bedroom, 6.5-bath pool home located in the highly desirable Solara Resort! Fully furnished and thoughtfully designed for comfort and entertaini...
Great opportunity to own a fully furnished, turn-key vacation home near Disney with established rental income. Built in December 2021, this professionally decorated and m...
NO REAR NEIGHBORS! Ready to live in paradise full time? This is the community for you. Owners can reside full time here! Welcome to this stunning 5-bedroom, 4-bathroom ho...
Amazing opportunity to own a water view Short-Term Rental Property in Storey Lake Resort! This turnkey home is fully stocked with high-end furniture, themed bedrooms, and...
Welcome to 604 Kildrummy Dr, a beautifully remodeled, fully furnished pool home located in the gated community of The Sanctuary at West Haven. Situated on a desirable cor...
EXCEPTIONALLY UPGRADED TURNKEY HOME IN PARADISE PALMS! Discover a beautifully remodeled vacation residence in the gated Paradise Palms Resort, where thoughtful design, qu...
Unveil the ultimate Florida retreat at 682 Whistling Straits Blvd, a breathtaking, fully furnished 5-bedroom, 5-bathroom sanctuary located in the prestigious, guard-gated...
Step into luxury and nonstop fun at 7747 Teascone Blvd, an extraordinary 4-bedroom, 4-bathroom retreat nestled in the prestigious, 24-hour manned gated community of Winds...
Welcome to this FULLY FURNISHED 8 bedroom, 5 bath home in Champions Gate located just a short distance from The Oasis Resort center. With its open floor plan and luxuriou...
Welcome to 611 Saddle Ridge Dr in Davenport, Florida — a versatile 4-bedroom, 3-bath home offering 1,802 square feet, a NEW ROOF, and the added advantage of being located...
Welcome to Carrera Joy at Solana Resort! This spacious 6-bedroom vacation home is ideally located just minutes from Orlando’s world-famous theme parks and attractions. De...
Discover this spacious, FULLY FURNISHED, EQUIPPED AND DECORATED 5-bedroom, 4-bath townhouse located in the highly desirable gated community of STOREY LAKE RESORT, just mi...
Buy it as a vacation home, keep it as a short-term rental, or simply live in it — this one is already set up for all three. 25 minutes to the Disney parks and close to...
Welcome to 345 Sonja Circle — A Fully Furnished Florida Retreat with Private Pool and Disney-Themed Rooms. Step into the Florida lifestyle in Davenport, where comfort, ch...
Welcome to this beautifully appointed 5-bedroom, 4.5-bathroom luxury townhome in the highly desirable 24-hour guard-gated Windsor Island Resort in Davenport, Florida. Des...
Welcome to this beautifully furnished 5-bedroom, 5-bathroom pool home with a 1-car garage in the Cove at Storey Lake community in Kissimmee. Offered fully furnished and t...
Welcome to a fully furnished 4-bedroom, 3-bath townhouse located in the gated Paradise Palms Resort community of Kissimmee. Offering approximately 1,902 square feet of li...
For buyers seeking a short-term rental investment designed around the guest experience, 2127 Lelani Circle is a fully furnished, turnkey property in the amenity-rich Wind...
Welcome to an exceptional opportunity in Windsor Hills Resort, one of Central Florida's premier vacation home communities just minutes from Walt Disney World. This beauti...
Welcome to this stunning 6-bedroom, 5-bathroom pool home offering an impressive 3,291 heated square feet of beautifully designed living space. Built in 2019, this spaciou...
SELLER MOTIVATED! AIRBNB & SHORT-TERM RENTAL FRIENDLY! Welcome to your own Florida retreat in the highly desirable Festival community, just minutes from Walt Disney World...
Welcome to 9001 Sunshine Ridge Loop, a beautifully furnished 9-bedroom, 6.5-bath pool home located on a desirable corner lot in Solara Resort, just steps from the communi...
Sellers are offering $15,000 back in closing costs! Discover this spacious 4-bedroom, 3.5-bath townhouse nestled in the gated community of Tuscan Hills, offering the perf...
Welcome to this beautifully furnished 5-bedroom, 5-bathroom single-family home located in the highly sought-after Encore at Reunion Resort. Offering 2,570 square feet of ...
TURNKEY SHORT-TERM RENTAL OPPORTUNITY IN CHAMPIONSGATE! This stunning 4-bedroom, 3-bathroom townhome has been RECENTLY PROFESSIONALLY DECORATED and is being sold FULLY FU...
The home features a spacious and functional layout designed to accommodate families and guests comfortably. Generous living areas provide plenty of room for everyday livi...
Virtually Staged. **Welcome to the Florida lifestyle in the sought-after community of Hampton Estates!** Whether you’re searching for a primary residence, a Florida getaw...
Welcome to this spectacular 6-bedroom vacation home in the highly sought-after Windsor Island Resort, offering privacy with no rear neighbors, beautiful open views, and e...
Welcome to this stunning 8-bedroom, 6-bathroom vacation home in the highly sought-after Windsor at Westside gated resort community just 2.5 miles from Walt Disney World. ...
Professionally redesigned and offered fully furnished, this exceptional 5-bedroom, 5-bath pool home in the sought-after Windsor Hills Resort delivers the ultimate Central...
An extraordinary investment opportunity awaits at Storey Lake Resort! Just 10 minutes from Walt Disney World! Recently updated with over $100k in extensive renovations—fe...
Amazing opportunity to own this 5-bedroom, 4-bathroom end unit townhome at a highly sought-after Community at Story Lake! Selling fully furnished and TurnKey property. Th...
Experience refined luxury and exceptional vacation living in this spectacular 8-bedroom, 5-bathroom residence in the sought-after Storey Lake community of Kissimmee. Thou...
Welcome to 3028 Mahalo Dr in the highly desirable Windsor Island Resort! This impressive vacation home offers an exceptional combination of space, comfort, and investment...
LUXURY VACATION HOME | PRIVATE POOL & SPA | WINDSOR ISLAND RESORT Welcome to 3325 Lilac Way, a stunning 7-bedroom, 5.5-bathroom pool home in the highly sought-after Wi...
Lakeview investment property with voluntary HOA, fully furnished and currently operating as an Airbnb. This property checks the boxes investors look for: short-term renta...
Fully furnished lakeview investment home with voluntary HOA, currently operating as an Airbnb and offering flexible use for short-term rental, vacation rental, long-term ...
Welcome to Your Florida Oasis! Discover the perfect blend of comfort, style, and Florida living in this charming, fully FURNISHED 3-bedroom, 2-bathroom pool home. Whether...
Stunning Corner-Unit Home with Private Heated Pool and Beautiful Lake Views in Kissimmee Welcome to this stunning two-story Kissimmee home, perfectly combining spaciou...
PARADISE PALMS LIVING | PRIVATE POOL | WATER VIEWS | FULLY FURNISHED | 5 BEDROOMS | 4 BATHROOMS Welcome to 8938 Cuban Palm Rd, a beautiful vacation-style townhome in t...
NEWLY LISTED | FABULOUS VALUE 9-BEDROOM IN SOLARA RESORT | FULLY FURNISHED | PRIVATE POOL & SPA 1576 Nassau Point Trail presents an exceptional opportunity to own a 9-...
FULLY FURNISHED 8-BEDROOM, 5-BATHROOM HOME in the highly sought-after gated community of The Retreat at ChampionsGate! Beautifully decorated and thoughtfully designed, th...
Welcome to Marvel Mansion, an unforgettable themed vacation home located in the highly sought-after ChampionsGate Resort! Designed with fun, entertainment, and the ultima...
Welcome to 2532 SHANTI DR, KISSIMMEE, FL 34746, an impressive FULLY FURNISHED 12-BEDROOM, 11.5-BATHROOM LUXURY VACATION HOME located within the GATED VERANDA PALMS commun...
Discover the perfect blend of luxury, comfort, and resort-style living in this fabulous 4-bedroom, 3-bathroom townhome in the highly sought-after ChampionsGate community....
UP TO $3,000 TOWARDS BUYER CLOSING COSTS! Your Dream Orlando Escape—Minutes from Disney and turnkey! This move-in-ready, fully furnished retreat in the heart of Windsor P...
STOREY LAKE RESORT!! PRIVATE POOL!! FULLY FURNISHED!! Welcome to Storey Lake—one of Central Florida’s most desirable vacation-rental communities! This HIGH-PRODUCING SHOR...
Welcome to 9032 Sommerset Hills Dr, a stunning 7-bedroom, 5-bath luxury pool home in the gated Stoneybrook South at ChampionsGate community. Built in 2021 with over 4,000...
Welcome to this beautifully maintained and fully furnished 4-bedroom, 3-bathroom single-family home in the desirable Indian Creek community of Kissimmee! Featuring high c...
Step into this beautifully furnished 5-bedroom, 4.5-bathroom townhome at Windsor at Westside, one of Kissimmee's popular vacation communities. With 2,263 square feet of l...
VACATION shorte-term rental home in STOREY LAKE! Welcome to a stunning 8-bedroom, 5-bathroom retreat located in the heart of one of Central Florida’s most sought-after r...
Location, location, location! This beautifully refreshed, fully furnished, Airbnb-ready property is minutes from Disney parks, dining, shopping, and Central Florida’s top...
Pack your bags! Your vaction home is ready with everything you need. This 6/5 home offers to luxurious suites one upstairs and one downstairs. Cooking and meals will be f...
Short Sale. Experience resort-style living in this fully furnished 4-bedroom, 3-bathroom vacation home located in the highly desirable Solara Resort. Designed with short-...
Privacy, flexibility, and vacation-ready living come together at 2147 Cooper Bell Place. This furnished 5-bedroom, 4.5-bath end-unit townhome offers 2,294 square feet in ...
fFexible and highly desirable 5 bedroom property with pool and spa located just 10 minutes from Walt Disney World. This home can be used for many purposes: primary reside...
Welcome to 9266 Somerset Hills, a stunning 7-bedroom, 6-bathroom vacation home in The Retreat at ChampionsGate, one of the area’s newest and most sought-after communities...
Beautifully decorated and Spacious 8-bedroom, 6-bathroom vacation home just minutes from Disney and major attractions. Ideal for short-term rental, investment, or persona...
Turnkey 8-bedroom, 6-bath fully furnished pool home located in the highly desirable Windsor at Westside Resort. This well-maintained property offers over 4,000 sq ft of l...
Welcome to this spacious 9-bedroom, 6-bath pool home located in the sought-after Windsor at Westside Resort community of Kissimmee! Offering approximately 4,391 square fe...
Active Reunion Resort Club Membership Included! Welcome to this beautifully appointed 5-bedroom, 5.5-bath home offering over 3,300 square feet of living space, a private ...
Priced to sell, fully furnished 3-bedroom, 2.5-bath townhome located in the gated resort-style community of Encantada, just minutes from Walt Disney World. This well-mai...
FULLY FURNISHED, TURN-KEY, and an excellent income-producing SHORT-TERM RENTAL in the highly sought-after Solara Resort, one of the most popular vacation communities near...
Welcome to 8611 Primrose Drive, a spacious 4-bedroom, 2-bath home with a private pool and enclosure in the desirable 4 Corners area of Kissimmee. Located just minutes fro...
Fully Furnished 6 bedrooms, 5 bathrooms, 1 car garage, professionally decorated in Cove Resort at beautiful Storey Lake Resort. Enjoy expansive living areas, high ceilin...
This exceptional fully furnished 9-bedroom, 5-bathroom pool home in the sought-after guard-gated Stoneybrook South at ChampionsGate. This impressive home delivers the per...
Stunning 6 bedroom, 6 bath, 3,063 sq ft turnkey vacation home in The Retreat at Champions Gate, just minutes from the top Orlando attractions. The home is fully remodeled...
Welcome to this spectacular luxury retreat in Solara Resort, one of Central Florida's most sought-after short-term rental communities, just minutes from Disney and Orland...
Welcome to this exceptional investment opportunity in Cove at Storey Lake, one of Kissimmee’s most desirable resort-style communities. This beautifully maintained 4-bedro...
Welcome to Fairway Charm, an inviting residence located within the prestigious gated community of Reunion Resort. Designed for both comfortable everyday living and the Fl...
Welcome to 2873 Blooming Alamanda Loop, a fully furnished 4-bedroom, 2-bath pool and spa home in desirable Oak Island Cove, featuring approximately 1,822 square feet of l...
Discover the perfect investment or vacation home in the Encantada Resort in Kissimmee, Florida! This beautiful townhome offers a fantastic combination of comfort, conven...
Turnkey short-term rental opportunity in the highly sought-after Solara Resort! This beautifully maintained vacation home is a strong-performing investment with an excell...
Welcome to your Florida dream home just 10 minutes from Disney! This beautifully updated 4-bedroom, 3-bathroom pool home offers the perfect combination of comfort, privac...
Welcome to 1416 Moon Valley Drive — a turnkey investment in the guard gated golf community of Champions Gate. Live behind 24 hour guarded gates in one of Central Florida...
David Myers 407-801-3286
Your Orlando Vacation Home Expert