Orlando Vacation Homes with Private Pools

Fully-furnished 8 bedroom/5-bathroom home with two lounges, a media room, games room in the garage, themed decor and a screened private pool and spa with no direct rear n...

THIS EXCEPTIONAL fully furnished LAKEFRONT vacation home in the highly sought-after Storey Lake Resort, one of Central Florida's premier short-term rental communities. Fe...

SPACE, WATER VIEWS, A PRIVATE POOL & SPA, AND THE FREEDOM TO LIVE, VACATION, OR INVEST—458 Bloomingdale Dr brings it all together in the desirable HAMPTON LAKES community...

Luxury, Legacy and Lifestyle are on display at one of Reunion’s most unique floorplans and it’s yours to enjoy at 7491 Gathering Drive. Nestled in the historic Homestead...

4 bedroom / 2 bathroom Home with Screened-In Heated Pool. Furniture, appliances and electronics included. Updated flooring throughout - no carpet. Fully Fenced backyard ...

Welcome to Windsor at Westside—one of Central Florida's premier resort communities and one of the most sought-after destinations for vacation homeowners and short-term re...

Enjoy the best of resort-style living at Encore Resort, one of Orlando's premier gated vacation communities. Positioned on a desirable corner lot, this fully furnished...

Fully furnished and move-in ready or the perfect opportunity to generate income through short-term rentals! This stunning 8-bedroom, 6-bathroom home, plus a convenient po...

Welcome to this exceptional 6-bedroom, 6.5-bathroom pool home located in one of Kissimmee's most desirable resort-style communities. Designed for both luxury and comfort,...

Own one of the most extraordinary vacation homes near Walt Disney World®! Located just 4.5 miles from Disney in the prestigious guard-gated Encore at Reunion Resort in Ki...

Reunion Resort has become one of Central Florida's most sought after destinations for buyers looking for golf, recreation, and resort style living. Just minutes from Walt...

Experience the best of Florida resort living in this beautifully maintained 5-bedroom, 4-bathroom townhome located in the award-winning ChampionsGate community. Whether y...

Welcome to this exceptional, fully furnished 7-bedroom, 5.5-bath vacation home in the highly desirable Windsor Island Resort, one of Central Florida's premier short-term ...

Experience the perfect combination of luxury, comfort, and investment potential in this beautifully appointed 7-bedroom, 5.5-bathroom home located in the highly sought-af...

Turnkey Vacation Rental Investment in Windsor Hills Resort – Minutes from Disney World Exceptional opportunity to own a fully furnished, turnkey vacation rental in Win...

Welcome to this beautifully furnished 4-bedroom, 3-bathroom townhome located in the highly desirable resort-style community of Storey Lake in Kissimmee. Whether you're lo...

Welcome to 134 Sevilla Avenue, a beautifully maintained, fully furnished vacation home located in the highly sought after, 24-hour gated community of Solana Resort in Dav...

This beautiful 5 Bed / 5 Bath luxury home is in the very desirable vacation home community of Paradise Palms. Professionally decorated and maintained, the property is be...

Welcome to 4416 Shiva Loop in Veranda Palms, a fully furnished 8 bedroom, 7 bathroom pool home in the heart of Kissimmee, Florida. Designed for comfort, flexibility, and ...

Fully furnished, potential income-producing vacation home in Champions Gate Resort! Minutes from Walt Disney World. Welcome to 8983 Backswing Way, a stunning, professiona...

Virtually Staged. This fantastic 7-bedroom, 5.5-bathroom pool home is anything but typical. Its unique floorplan, oversized pool, and generous space make it a property yo...

SELLER MOTIVATED! Fully Upgraded Disney-Area Pool Home | Private Pool | No Rear Neighbors | Vacation Rental or Primary Residence Seller is highly motivated—bring your ...

Welcome to the ultimate Florida lifestyle in the highly desirable guard-gated community of winsor at westsite! This stunning, professionally decorated 6 bedroom, 5 bath p...

Best Priced Home 6/6 in Champions Gate ! professionally furnished Pool and Spa, Game Room Conversion . Champions Gate Golf , tennis massive club house with lazy river , ...

Welcome to this beautifully furnished 4-bedroom, 4.5-bathroom vacation home located in the highly sought-after Solara Resort. Built in 2023, this spacious home offers 2,1...

Welcome to 8824 Bengal Court, a FULLY FURNISHED 8-BEDROOM, 6-BATHROOM home in the prestigious GUARD-GATED WINDSOR AT WESTSIDE RESORT. Built in 2019, this exceptional prop...

Positioned to outperform every competing listing in the neighborhood, this modern 4-Bedroom, 3-Bathroom turnkey townhouse offers an extraordinary investment or vacation ...

Turnkey Investment Opportunity in Solara Resort – Fully Furnished! Welcome to this beautifully maintained 3-bedroom, 3.5-bath townhome located in the highly desirable So...

Stunning fully furnished 4-bedroom, 3-bathroom townhome in Storey Lake Resort! Built in 2020 and just a short walk to the clubhouse, this beautifully decorated and meticu...

Welcome to this beautifully furnished 3-bedroom, 2.5-bathroom townhouse located in the gated Encantada Resort community in Kissimmee. This spacious two-story home feature...

Short Sale. Short Sale. -SUBMIT -TUSCAN HILLS Approved Short Sale - Welcome to your slice of Mediterranean-inspired paradise! Located in the highly desirable, gated encl...

Welcome to 285 Famagusta Drive – A Modern Florida Retreat with Income Potential Step into luxury with this fully furnished, modern 5 bedroom, 4 bathroom home featuring a...

Welcome to your Florida retreat in the heart of ChampionsGate—where lifestyle, location, and income potential come together effortlessly. This beautifully maintained and ...

Beautifully maintained 6-bedroom, 3.5-bath pool home in the highly desirable Windsor Palms Resort, one of the closest gated resort communities to Disney and Central Flori...

Welcome to 120 Saragossa Ave, an exceptional, fully furnished 6-bedroom, 5.5-bathroom sanctuary located in the highly desirable, 24/7 gated community of Solana Resort. De...

Short Sale. Stunning investment opportunity or vacation home located in the highly desirable, world-class resort community of ChampionsGate! This beautifully designed Maj...

Fully Furnished, Golf-Front, And Ready For Immediate Enjoyment! Rare Opportunity To Own A Custom Reunion Resort Estate With An Associated Platinum Membership Available To...

Luxurious Furnished 5-Bedroom Custom Estate in Bears Den at Reunion Resort Experience refined resort living in this beautifully appointed, fully furnished 5-bedroom cu...

Fully furnished and income-producing vacation home in the sought-after gated community of Encantada Resort, just a short drive from Walt Disney World® Resort. Already ope...

This beautiful home built 2018 with 6 bedrooms and 4.5 bathrooms located in Solara Resort Community a resort style vacation rental or can be investment property. Solara R...

Where Every Day Feels Like a Vacation! Welcome to 8546 Bay Lilly Loop, Kissimmee, FL 34747, an exceptional fully furnished two-story corner townhouse nestled within th...

Discover one of the best investment opportunities near Disney. Competitively priced, this fully furnished 5-bedroom, 4-bathroom townhome in Storey Lake Resort, this fully...

Welcome to a fantastic investment opportunity in the Windsor at Westside resort community! This fully furnished 5-bedroom, 4-bathroom pool home offers a luxurious living ...

Short Sale. Located in the highly sought-after Retreat at ChampionsGate Resort, this 4-bedroom, 3-bathroom townhome offers an open-concept floor plan designed for comfort...

Welcome to your own slice of Florida paradise! This beautifully maintained 4-bedroom, 3-bath lakefront home offers the perfect blend of comfort, investment potential, and...

Experience the perfect combination of luxury, design, and unforgettable entertainment in this exceptional 8-bedroom, 5-bath vacation home located within the prestigious, ...

Welcome to 127 Citrus Wood Ct, Davenport, FL, where comfort, privacy, and Florida living come together. This beautifully maintained 3-bedroom, 2-bathroom home features a ...

Discover the ultimate vacation retreat at 481 Lasso Drive, an impressive 8-bedroom, 7-bathroom home located in the prestigious gated resort community of Encore at Reunion...

Welcome to your Florida getaway! This beautiful single-story home is located in a secure gated community and offers the perfect combination of comfort, convenience, and r...

Fully Furnished 5-Bedroom Townhome with Heated Private Pool in Prime Kissimmee Location Welcome to this exceptional two-story townhome in the heart of Kissimmee, offer...

Sensational 10BR/9BA Turnkey (Fully Furnished) Investment Estate in Paradiso Grande Resort! Maximize your portfolio with this massive, fully furnished 10-bedroom, 9-bathr...

Virtually Staged. Welcome to this stunning two-story home offering the perfect blend of space, comfort, and style. Featuring 5 spacious bedrooms and 4 full bathrooms and ...

POOL HOME UNDER $300,000! INCREDIBLE VALUE WITH ENDLESS POTENTIAL! Seller is willing to replace the roof prior to closing with an acceptable offer. This provides buyers t...

Virtually Staged. 2185 Antilles Club Dr is a one-story Kissimmee corner home built in 2018 with modern finishes and a well-designed layout throughout. The kitchen feature...

Don't miss GEM.This spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minu...

TOP PRODUCER Turnkey Vacation Home – Fully Furnished & Rental Ready Beautifully maintained and professionally furnished, this turnkey vacation home is ready to generate ...

Welcome to this spectacular 9-bedroom, 6-bathroom fully furnished pool home located in the highly desirable Windsor at Westside Resort! Built in 2018, this spacious two-s...

Welcome to a place where family traditions are born, magical vacations become lifelong memories, and every day feels like a luxury resort getaway. Perfectly positioned wi...

TURNKEY VACATION HOME IN WINDSOR ISLAND RESORT – FULLY FURNISHED & READY TO GENERATE INCOME Experience the perfect blend of luxury, comfort, and investment potential a...

Fully Furnished 5 Bedroom Townhome with Private Pool – Gated ChampionsGate Resort Community Welcome to 1582 Moon Valley Drive, a beautifully appointed 5 bedroom, 4 bathr...

Presenting an immaculate 6-bedroom, 5-bathroom single-family home meticulously curated for short-term rentals. This residence boasts exquisite furnishings and impeccable ...

Perfectly positioned along the 7th and 8th holes of the renowned Tom Watson golf course within the world-class Reunion Resort, this stunning fully furnished estate offers...

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 8184 Fan Palm Way, a beautiful private pool home located on a desirable corner lot within a well-maintained, guard-gated community in Kissimmee. This inviting ...

Welcome to this beautifully appointed, fully furnished 5-bedroom, 4-bathroom townhouse located in the highly sought-after Windsor Island Resort. Built in 2023, this spaci...

Location! Location! Location! This adorable one-story pool home sits on one of the best lots in Chatham Park, offering breathtaking water and conservation views. Few home...

Welcome to this beautifully maintained 4-bedroom, 2-bath, 2-half bath home in the desirable Sanctuary at West Haven community. Lovingly cared for as a primary residence b...

Welcome to this beautifully maintained 5-bedroom, 4.5-bath home in the gated Veranda Palms community. Built in 2012, this spacious two-story residence offers nearly 2,900...

Nestled within the gated Windsor Island Resort in Davenport, 2290 Lelani Cir places you moments from shopping, restaurants, theme parks, major roads, and the airport. Thi...

Vacation & Invest – All in One Property! Discover this spectacular fully furnished 5-bedroom, 4-bathroom townhome located in the highly sought-after Champions Gate comm...

Income-Producing Vacation Home in Solara Resort – 5BD/5.5BA – Fully Furnished & Themed. This turnkey, income-generating vacation retreat is located in the highly sought-...

Welcome to 7765 Tosteth Street, a beautifully appointed vacation home in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just min...

Welcome to this beautifully designed 2021-built residence in the desirable Cove at Storey Lake II community, offering an impressive 8 bedrooms, 5 full bathrooms, and appr...

Turnkey, fully furnished vacation retreat or exceptional multi-generational home in a gated resort community just 5 minutes from Disney! This beautifully maintained prope...

Experience the perfect blend of comfort, style, and investment potential in this beautifully furnished 4-bedroom, 4.5-bathroom townhome located in the highly desirable Fo...

Welcome to this beautifully appointed, FULLY FURNISHED 4-BEDROOM, 4.5-BATH townhome with a PRIVATE HEATED POOL, located in the highly desirable gated community of SOLARA ...

Experience luxury, style, and exceptional investment potential in this fully upgraded 5-bedroom, 4.5-bathroom townhome located in the exclusive Doppio Westside Resort, on...

This beautiful 4-bedroom, 2-bathroom pool home is offered fully furnished and truly turn-key, making it an exceptional primary residence, vacation home, long-term or shor...

An Absolute MUST SEE!! This SPACIOUS 5 Bedroom 4 FULL Bath Private Pool Home is being offered FULLY FURNISHED! SUCCESSFUL VACATION RENTAL PROPERTY with over $60,000+ in ...

This isn’t your typical townhome — three full stories of thoughtfully separated living space, designed for flexibility you won’t find just anywhere. With 6 bedrooms and 5...

Experience the ultimate blend of luxury, comfort, and investment potential in this stunning fully furnished 9-bedroom, 6-bathroom lakefront home. Turnkey and short-term r...

Premium Lot - Fully Furnished Stunning 6-Bedroom Pool Home in Davenport – Perfect for Families and Investors Welcome to this exceptional two-story home located in one ...

Some homes check the boxes. This one creates the lifestyle. Welcome to an exceptional opportunity in the exclusive gated community of The Shire at West Haven, where luxur...

Welcome to MAGICAL MEMORIES MANSION, an extraordinary, FULLY FURNISHED, turnkey 6-bedroom, 6.5-bath luxury vacation home in the sought after Encore Resort at Reunion, les...

1876 Summer Drive at Windsor Island Resort is the turnkey, fully furnished vacation home investors and second-home buyers have been waiting for. Designed for both fun and...

Welcome to Calabria at Westside, where resort-style living meets everyday comfort just minutes from Central Florida's world-famous attractions. Situated on a nicely sized...

Welcome to resort-style living in the highly sought-after Storey Lake Resort! This beautifully fully furnished home is tastefully decorated with stylish, modern décor and...

THE BEST DEAL!!! Priced to sell! Exceptional Investment Opportunity! This stunning, fully furnished and professionally themed vacation home in the sought-after Veranda P...

Welcome to your dream investment property in the highly desirable Windsor at West Side Resort, one of Central Florida’s most sought-after vacation destinations. This spac...

Welcome to this fully furnished 6-bedroom, 5.5-bath vacation home in the highly sought-after Encore at Reunion Resort. Situated on an oversized premium homesite, this spa...

Welcome to this spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minutes ...

Welcome to this beautiful 8-bedroom, 6-bathroom vacation home in the highly desirable Windsor at Westside Resort. Perfectly located in a quiet section of the community, t...

Turnkey Short-Term Rental Investment with Rare Private Backyard in Solara Resort! Experience the perfect combination of luxury, comfort, and exceptional rental potential ...

Welcome to your perfect Florida getaway or investment opportunity in the highly sought-after Paradise Palms Resort! This beautifully maintained 4-bedroom, 3-bathroom town...

Fully Furnished Disney Resort Vacation Home with a Private Heated Pool! Located in the highly sought-after, 24-hour manned-gated community of Veranda Palms, this excep...

PREMIUM LOT! Welcome to this magnificent, fully furnished 9-bedroom, 6-bathroom two-story oasis located in the prestigious, 24-hour gated community of Solara Resort. Perf...

Welcome to your Florida dream home! This beautifully maintained 5-bedroom, 2.5-bathroom pool home offers the perfect combination of space, comfort, and an unbeatable loca...

Welcome to ChampionsGate Resort, where luxury amenities, championship golf, and an unbeatable location come together. This beautifully maintained 4-bedroom, 3-bath townho...

Experience the perfect blend of luxury, comfort, and resort-style living in this beautifully fully furnished 6-bedroom, 4.5-bathroom vacation home, ideally situated on a ...

Turnkey vacation rental opportunity in the highly desirable ChampionsGate Resort community. This fully furnished 7-bedroom, 6-bath pool home is designed for short-term re...

AIRBNB SUPER-HOST! LIVE VIRTUAL TOUR! Welcome to your next investment opportunity in the highly sought-after Solara Resort! This BEAUTIFULLY FURNISHED AND PROFESSIONALLY ...

Welcome to resort-style living at Windsor Island Resort! This beautifully furnished 5-bedroom, 4.5-bath townhome, built in 2021, offers 2,293 sq ft of thoughtfully design...

Welcome to your dream Florida oasis at 2648 DAULBY ST, nestled in the highly sought-after, guard-gated Windsor Hills Resort. This fully furnished 6-bedroom, 3.5-bathroom ...

Welcome to your own private Florida retreat in the heart of Kissimmee! This beautifully maintained 4-bedroom, 2-bath pool home offers over 2,150 square feet of thoughtful...

TURNKEY WINDSOR HILLS END-UNIT TOWNHOME! This beautifully furnished 3 bedroom, 3 bathroom vacation home is located in one of the most established short-term rental resort...

Welcome to Your Ultimate Orlando Oasis at Solara Resort! 9 Beds | 6.5 Baths | 4,363 Sq. Ft. | Private Screened Pool & Spa Step into a world of luxury, entertainment, an...

Welcome to Windsor Hills, one of Central Florida's premier resort-style gated communities, where comfort, convenience, and investment potential come together in this beau...

Spectacular 4-Bedroom Home with Private Pool – Step into this beautifully maintained 4-bedroom, 3.5-bath home located in the highly sought-after gated community of Verand...

UNIQUE OPPORTUNITY AT WINDSOR AT WESTSIDE | PREMIUM CORNER LOT Step into luxury living with this stunning fully furnished 5 bed/4.5 bath pool home located in the highly s...

Welcome to this beautifully maintained short-term rental home located in the highly desirable Solara Resort, just minutes from Disney and major Orlando attractions. This ...

Beautifully maintained 5-bedroom, 4-bath townhome in the gated Windsor Island Resort community. Used exclusively as a private vacation home, this property offers a spacio...

HOME WARRANTY INCLUDED WITH THE PURCHASE giving buyers added peace of mind from day one! *Offering interest rate buy-down or closing cost credit through preferred lender*...

Virtually Staged. Live the Florida resort lifestyle or own a turnkey income property — this 4BR/3BA, 1,902 sq ft townhome in The Retreat at ChampionsGate/Stoneybrook Sout...

Welcome to your dream vacation home in the highly sought-after ChampionsGate Resort! This beautifully furnished 6-bedroom, 6-bathroom pool home offers the perfect blend o...

Discover your dream retreat in this stunning 3-bedroom, 2.5-bathroom townhome within the guard-gated Encantada Resort! This tastefully furnished gem offers a seamless ble...

Beautiful 5 bedrooms,3 bathrooms energy efficient home in Davenport Florida.This property offers a private oasis with a screened-pool area surrounded by privacy trees and...

Welcome to this exceptional fully furnished 4-bedroom, 3.5-bath pool home located in the desirable Windwood Bay community of Davenport. Offering 2,672 square feet of thou...

**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...

Discover an outstanding investment opportunity in the heart of Central Florida, just minutes from Walt Disney World, renowned attractions, top rated shopping, restaurants...

Welcome to 393 Southfield. this stunning 6-bedroom, 6.5-bathroom residence offering 3,317 square feet of beautifully designed living space. This expansive home showcase...