Luxury Florida Vacation Homes

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RVH_250M | Golden Bear Retreat Welcome to Golden Bear Retreat! PHOTOS UPDATED: September 2025

RVH_250M | Golden Bear Retreat The spillover spa is perfect for your vacation

RVH_250M | Golden Bear Retreat Lounge by your private pool anytime

RVH_250M | Golden Bear Retreat The pool overlooks the golf course

RVH_250M | Golden Bear Retreat

RVH_250M | Golden Bear Retreat The summer kitchen is the perfect place for the master chef to prepare something great

RVH_250M | Golden Bear Retreat The open floorplan and large sliding glassdoors provide you great views

14 guests 6 bed 7 bath 4,200 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

Starting at $323 daily

RVH_614M | Enchanted Escape Villa Welcome to Enchanted Escape Villa, a 6-bedroom villa located in Reunion Resort | Photos updated: July 2026!

RVH_614M | Enchanted Escape Villa

RVH_614M | Enchanted Escape Villa

RVH_614M | Enchanted Escape Villa

RVH_614M | Enchanted Escape Villa

RVH_614M | Enchanted Escape Villa

RVH_614M | Enchanted Escape Villa

RVH_614M | Enchanted Escape Villa

14 guests 6 bed 6 bath 3,746 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

Starting at $323 daily

RVH_413M | Reunion Fantasy Welcome to Reunion Fantasy, a luxurious 7 bedroom home with sunny West-Facing Pool, Games Room, English Pub Bar, Secret Playroom, & Custom Built Kid's Bedrooms | Photos updated: May 2026

RVH_413M | Reunion Fantasy Arrive at your home away from home and begin your vacation

RVH_413M | Reunion Fantasy

RVH_413M | Reunion Fantasy Hangout by the pool day or night and enjoy the sun loungers and spillover spa

RVH_413M | Reunion Fantasy

RVH_413M | Reunion Fantasy Enjoy your private pool with beautiful views

RVH_413M | Reunion Fantasy

RVH_413M | Reunion Fantasy

14 guests 7 bed 8 bath 4,631 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

Starting at $355 daily

RVH_562M | Marvelous Muirfield Photos updated: October 2023

RVH_562M | Marvelous Muirfield

RVH_562M | Marvelous Muirfield

RVH_562M | Marvelous Muirfield

RVH_562M | Marvelous Muirfield

RVH_562M | Marvelous Muirfield

RVH_562M | Marvelous Muirfield

RVH_562M | Marvelous Muirfield

23 guests 10 bed 9 bath 5,530 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

Starting at $539 daily

RVH_289M | Magical Moments Experience a new way to vacation in this designed for fun, family vacation rental! Photos updated: August 2023

RVH_289M | Magical Moments

RVH_289M | Magical Moments

RVH_289M | Magical Moments

RVH_289M | Magical Moments

RVH_289M | Magical Moments

RVH_289M | Magical Moments

RVH_289M | Magical Moments Beautiful modern dining table with seating for 8

12 guests 5 bed 6 bath 3,328 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

Starting at $309 daily

20 guests 9 bed 5 bath

Orlando - Storey Lake Resort | Kissimmee

Starting at $253 daily

18 guests 8 bed 6 bath 3,800 sq ft

Orlando - Windsor Island Resort | Davenport

Starting at $293 daily

20 guests 9 bed 5 bath

Orlando - Storey Lake Resort | Kissimmee

Starting at $322 daily

3612LL · Amazing 10BR Jurassic World in Windsor Island

3612LL · Amazing 10BR Jurassic World in Windsor Island

3612LL · Amazing 10BR Jurassic World in Windsor Island

3612LL · Amazing 10BR Jurassic World in Windsor Island

3612LL · Amazing 10BR Jurassic World in Windsor Island

3612LL · Amazing 10BR Jurassic World in Windsor Island

3612LL · Amazing 10BR Jurassic World in Windsor Island

3612LL · Amazing 10BR Jurassic World in Windsor Island

24 guests 10 bed 8 bath

Orlando - Windsor Island Resort | Davenport

Starting at $184 daily

24 guests 10 bed 8 bath

Orlando - Windsor Island Resort | Davenport

Starting at $265 daily

HZD9099 2/43" Roku TVs with Game Consoles Pool Table FoosBall Climbing Equipment Star Wars Theme

HZD9099 Living Room 85" Roku TV

HZD9099 Two Doubles Bedroom 7 Upstairs 50" Roku TV Lilo & Stitch Theme

HZD9099 Pool Faces West

HZD9099 Lazy River

HZD9099 Living Room / Dining 85" Roku TV

HZD9099 Living Room / Kitchen 85" Roku TV

HZD9099 Kitchen / Living / Dining

20 guests 8 bed 5 bath 3,826 sq ft

Orlando - Champions Gate | Davenport

Starting at $364 daily

1401 TV Relax in a private pool and spa with loungers, outdoor dining, and sunny Florida views

1401 TV Beautiful Champions Gate villa with paved driveway, private garage, and lush landscaping.

1401 TV Bright king bedroom with stylish furnishings, TV, and a calm, relaxing atmosphere.

1401 TV Communal game room with arcade machines, air hockey, and family-friendly fun.

1401 TV Spacious kitchen with modern appliances, island seating, and everything needed for group meals.

1401 TV Relax in a private pool and spa with loungers, outdoor dining, and sunny Florida views

1401 TV Relax in a private pool and spa with loungers, outdoor dining, and sunny Florida views

1401 TV Beautiful Champions Gate villa with paved driveway, private garage, and lush landscaping.

12 guests 6 bed 6 bath 3,063 sq ft

Orlando - Champions Gate | Davenport

5.0 (4)

Guest rating

Starting at $250 daily

MVH_104M | Windsor Oasis Welcome to Windsor Oasis, a beautiful 5-bed villa in Windsor Hills

MVH_104M | Windsor Oasis This 5-bed villa is the perfect home for you and your family

MVH_104M | Windsor Oasis The kids will love splashing around in the evenings

MVH_104M | Windsor Oasis Play all day in this custom galaxy game room.

MVH_104M | Windsor Oasis A large open floor plan throughout

MVH_104M | Windsor Oasis Relax and unwind in the living area with views of the pool area

MVH_104M | Windsor Oasis The living area features a 65-inch 4K SMART TV

MVH_104M | Windsor Oasis Make memories with your family

12 guests 5 bed 5 bath 2,297 sq ft

Orlando - Windsor Hills Resort | Kissimmee

Starting at $221 daily

RC104P Fairway Bliss

RC104P Fairway Bliss

RC104P Fairway Bliss

RC104P Fairway Bliss

RC104P Fairway Bliss

RC104P Fairway Bliss

RC104P Fairway Bliss

RC104P Fairway Bliss

14 guests 6 bed 6 bath 3,579 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

4.7 (7)

Guest rating

Starting at $327 daily

CDW9161 Pool/Spa
Pool Faces North

CDW9161 Theater Room Downstairs
Blu-Ray Xbox 360
PlayStation 4
Video Arcade

CDW9161 King Bedroom 3 Upstairs
Shared Bathroom
Star Wars Theme

CDW9161 Pool/Spa (Angle)

CDW9161 Theater Room

CDW9161 Living Room (Angle)
70" Smart TV

CDW9161 Living Room/Kitchen/Dining Room

CDW9161 Living Room
70" Smart TV

12 guests 6 bed 6 bath 3,346 sq ft

Orlando - Champions Gate | Davenport

Starting at $250 daily

LE610X Liberty Wonder

LE610X Liberty Wonder

LE610X Liberty Wonder

LE610X Liberty Wonder

LE610X Liberty Wonder

LE610X Liberty Wonder

LE610X Liberty Wonder

LE610X Liberty Wonder

14 guests 6 bed 6 bath 3,579 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

4.5 (12)

Guest rating

Starting at $327 daily

LE640X Liberty Brisa

LE640X Liberty Brisa

LE640X Liberty Brisa

LE640X Liberty Brisa

LE640X Liberty Brisa

LE640X Liberty Brisa

LE640X Liberty Brisa

LE640X Liberty Brisa

14 guests 5 bed 5 bath 4,189 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

4.4 (13)

Guest rating

Starting at $302 daily

Emerald Tides Experience upscale coastal living at this spacious 5-bedroom waterfront vacation rental with private dock and pool.

Emerald Tides Drone capture of this upscale vacation home right on the Gulf in Marathon, with spacious outdoor living and deepwater dockage.

Emerald Tides Beautiful waterfront home in the Florida Keys with private pool, boat dock, and direct Gulf access for the perfect tropical escape.

Emerald Tides Whether you're prepping a seafood feast or morning coffee, this fully stocked kitchen has it all.

Emerald Tides Wake up to stunning Gulf views in this luxurious 3rd level master suite featuring a private balcony, spa-style ensuite bath, and walk-in closet in a top-rated Florida Keys vacation rental.

Emerald Tides This spacious, open-concept kitchen offers stunning Gulf views and high-end finishes, perfect for cooking and entertaining during your Florida Keys vacation.

Emerald Tides Cook in style with this fully equipped gourmet kitchen featuring custom cabinetry, premium appliances, and a panoramic view of the Gulf.

Emerald Tides Sleek, modern, and fully equipped, this luxury kitchen is the heart of your Florida Keys vacation rental

12 guests 5 bed 4 bath 2,861 sq ft

The Keys - Marathon | Marathon

5.0 (3)

Guest rating

Starting at $646 daily

3545LD - Island Getaway (P) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool and spa

3545LD - Island Getaway (P) Dinosaur themed movie room

3545LD - Island Getaway (P) Alternate view of the movie room

3545LD - Island Getaway (P) Quick look at the poolside views

3545LD - Island Getaway (P) Shaded spa

3545LD - Island Getaway (P) Pool view

3545LD - Island Getaway (P) Kitchen showing breakfast bar with seating for 4

3545LD - Island Getaway (P) Look inside this beautiful home

18 guests 9 bed 6 bath 4,398 sq ft

Orlando - Windsor Island Resort | Davenport

Starting at $292 daily

SHD4724 Bunk Bedroom 4 (Angle 2)

SHD4724 Game Room
50" TV
PlayStation 4
2 Game Chairs
Star Wars Video Arcade
Foosball
Has AC

SHD4724 Living Room

SHD4724 Living Room (Angle)
75" Smart TV

SHD4724 Living Room (Angle 2)

SHD4724 Kitchen

SHD4724 Breakfast Bar

SHD4724 Kitchen (Angle)

12 guests 5 bed 5 bath 3,014 sq ft

Orlando - Storey Lake Resort | Kissimmee

Starting at $305 daily

Cristalino Summer Your own fenced pool with loungers for sun-soaked afternoons.

Cristalino Summer Take a dip anytime in the home's private, fenced pool.

Cristalino Summer Cozy up by the porch fireplace and smart TV on cooler evenings.

Cristalino Summer Relax on the balcony and take in the coastal surroundings.

Cristalino Summer Cook like a pro with high-end appliances and abundant counter space.

Cristalino Summer A chef's kitchen flows into the dining and living areas for effortless entertaining.

Cristalino Summer Gather around the oversized island beneath designer pendant lighting.

Cristalino Summer Everything you need to cook for a crowd, beautifully appointed.

14 guests 4 bed 4 bath

Panhandle - Other | Inlet Beach

Starting at $300 daily

Sterling Stay Spacious driveway with parking and charming coastal-style exterior.

Sterling Stay It's all yours! Enjoy the pool and surrounding decks anytime. Pool can be heated for additional fee.

Sterling Stay Spacious primary bedroom featuring a comfortable king bed, ceiling fan, stylish décor, and plenty of natural light for a relaxing stay.

Sterling Stay Large ensuite bathroom with double sinks, walk-in shower, and soaking tub.

Sterling Stay Beach Setup is included at the property for guest use. (This is not beach service)

Sterling Stay Bright guest bedroom with a king bed, modern furnishings, and direct access to the outdoor patio—perfect for easy poolside mornings.

Sterling Stay Shirah Street Public Access so just a few houses down - at the end of the street!

Sterling Stay Fully equipped kitchen with stainless appliances, island seating, and ample counter space.

14 guests 5 bed 5 bath 3,006 sq ft

Panhandle - Destin | Destin

Starting at $395 daily

Beach Manor 1005 Peaceful king bedroom featuring coastal décor, plush bedding, and sliding doors that open to the private balcony with scenic views.

Beach Manor 1005 Bright, coastal living room with comfortable seating, Smart TV, and floor-to-ceiling windows leading to a private balcony with stunning Gulf views.

Beach Manor 1005 Private balcony with sweeping views of the Gulf of Mexico, sugar-white sand, and emerald waters—ideal for morning coffee or sunset relaxation.

Beach Manor 1005 Dining Room for 6 people along with 4 bar stools behind.

Beach Manor 1005 Fully remodeled kitchen featuring white cabinetry, stainless steel appliances, farmhouse sink, and an open layout perfect for cooking and entertaining.

Beach Manor 1005 Enjoy 1 free adult activity admission daily (value over $500)! Not available for stays 27+ days.

Beach Manor 1005 Spacious open-concept living area with cozy seating, coastal décor, and large windows that fill the space with natural light and Gulf views.

Beach Manor 1005 3D Floorplan of Beach Manor 1005

8 guests 2 bed 2 bath 1,222 sq ft

Panhandle - Miramar Beach | Miramar Beach

Starting at $259 daily

Nantucket House Beautiful home with large luxury pool and spa. Plenty of outdoor space with shade pergola, lounge chairs, dining areas and gas grill.

Nantucket House FREE 6 passenger golf cart for you to enjoy during your stay!

Nantucket House Spacious open living area with fireplace and large TV.

Nantucket House Huge King bedroom on main floor with beautifully updated ensuite bathroom.

Nantucket House Beach Service Included (March - October) & Beach Items Included at the Property.

Nantucket House BEDROOM #2 (king bed 2 of 4) vaulted ceiling, window seat. Attached shared bathroom

Nantucket House Plenty of space for multiple cooks!

Nantucket House Living area with lots of windows and light and plantation shutters abound,

16 guests 6 bed 6 bath 3,325 sq ft

Panhandle - Destin | Destin

Starting at $384 daily

Blue Mind Beautiful backyard pool - with sun and shade areas to unwind!

Blue Mind Large Smart TV with cable and Netflix - something for everyone.

Blue Mind Location, location, location: steps to the beach + comfy coastal vibes.

Blue Mind Beautifully updated modern kitchen with quartz counters and stainless appliances

Blue Mind Beach Setup is included at the property for guest use. (This is not beach service)

Blue Mind The King Suite includes a roomy closet, full dresser, and a private attached bathroom.

Blue Mind Enjoy a game of BOCCE on the private court - equipment and rules included.

Blue Mind Relax or enjoy a meal on the covered poolside porch — plenty of seating for everyone!

10 guests 3 bed 2 bath 1,556 sq ft

Panhandle - Destin | Destin

Starting at $329 daily

Keystone Sea Ranch Beautiful 15` x 31` private pool - can be heated for additional fee

Keystone Sea Ranch Inviting & comfortable open living room with leather sectional in main house.

Keystone Sea Ranch King Suite with sitting area, private ensuite and large closet.

Keystone Sea Ranch Open layout allows the cooks to be a part of the action in the living/dining space too.

Keystone Sea Ranch Beach Setup is included at the property for guest use. (This is not beach service)

Keystone Sea Ranch Plenty of space for 4 to sleep comfortably in the Carriage House

Keystone Sea Ranch Modern beach house w/ 3 bedrooms in main house & a separate carriage house with King Bed, Murphy Bed

Keystone Sea Ranch Beautiful and open layout for living, dining and cooking.

10 guests 4 bed 3 bath 2,200 sq ft

Panhandle - Destin | Destin

Starting at $329 daily

Sandy Toes Welcome to Sandy Toes - Updated Cottage just up the street from beach!

Sandy Toes Enjoy the pool and beautifully landscaped backyard anytime! Pool heat is available for an additional fee in cooler months.

Sandy Toes Amazing second living area in back of home with smart TV

Sandy Toes Make yourself at home in this gorgeous kitchen!

Sandy Toes Beach Setup is included at the property for guest use. (This is not beach service)

Sandy Toes King master with private ensuite bath

Sandy Toes Beautiful, open floor plan, plantation shutters, original hardwood floors - a real cottage!

Sandy Toes Just a short stroll to the sand! This inviting home features a private pool, spacious yard, and ideal location near dining, shopping, and beach access.

6 guests 2 bed 2 bath 1,100 sq ft

Panhandle - Destin | Destin

Starting at $329 daily

Jade East Towers 1750 Welcome to gorgeous views from the living room sofa!

Jade East Towers 1750 Private Balcony

Jade East Towers 1750 Jade East beachfront pool for lounging or sunning (Seasonally Heated)

Jade East Towers 1750 King Master Suite 1 features new flooring and stunning decor.

Jade East Towers 1750 King Master 2 Bay side - lovely private suite with distant bay views.

Jade East Towers 1750 Comfortable bar seating for 4 a great place to relax and visit with the cook!

Jade East Towers 1750 Beautifully updated furnishings and decor - make yourself at home!

Jade East Towers 1750 Plenty of beautiful seating in the open living room.

10 guests 3 bed 3 bath 1,622 sq ft

Panhandle - Destin | Destin

Starting at $188 daily

Sandy at the Beach It's all yours during your stay! Private pool, gas grill, outdoor shower, etc.

Sandy at the Beach Florida beach charm with modern amenities - your family will love this home - with private pool and so close to the beach!

Sandy at the Beach Well equipped open kitchen with island seating.

Sandy at the Beach Open layout provides space for everyone to hang out together.

Sandy at the Beach Beach Setup is included at the property for guest use. (This is not beach service)

Sandy at the Beach Downstairs King Master Bedroom

Sandy at the Beach Open layout provides space for everyone to hang out together.

Sandy at the Beach Open layout provides space for everyone to hang out together.

10 guests 3 bed 3 bath 1,584 sq ft

Panhandle - Destin | Destin

Starting at $252 daily

Seashells Cottage Beautiful vacation home in Destiny West with FREE 6 passenger GOLF CART!

Seashells Cottage Plenty of seating including 2 Queen Sleeper Sofas and a gas fireplace.

Seashells Cottage Beautiful primary suite with a king canopy bed, soft coastal colors, ceiling fan, and smart TV for ultimate comfort.

Seashells Cottage Beautiful community pool with fountain feature, palm-lined deck, and plenty of lounge seating for relaxing days.

Seashells Cottage Relax in the Destiny West hot tub.

Seashells Cottage Complimentary 6-Passenger GOLF CART a great way to get around at the beach!

Seashells Cottage Welcome to Seashells Cottage! Relax and enjoy this beautiful home.

Seashells Cottage Relax and enjoy good conversation or movies or sports on large TV.

10 guests 3 bed 2 bath 2,200 sq ft

Panhandle - Destin | Destin

Starting at $329 daily

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