Luxury Florida Vacation Homes

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RVH_2000M | Reunion Castle Experience unparalleled luxury and enchantment at Reunion Castle with over 23,400 square feet of luxurious living space, exemplary service, and unique design

RVH_2000M | Reunion Castle

RVH_2000M | Reunion Castle

RVH_2000M | Reunion Castle

RVH_2000M | Reunion Castle

RVH_2000M | Reunion Castle

RVH_2000M | Reunion Castle

RVH_2000M | Reunion Castle

38 guests 15 bed 19 bath 23,400 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental

Starting at $4,458 daily

NM430L Legends Palace

NM430L Legends Palace

NM430L Legends Palace

NM430L Legends Palace

NM430L Legends Palace

NM430L Legends Palace

NM430L Legends Palace

NM430L Legends Palace

32 guests 13 bed 15 bath 22,000 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental

5.0 (5)

Guest rating

Starting at $3,250 daily

RVH_1080ER Bear's Den Gem

RVH_1080ER Bear's Den Gem

RVH_1080ER Bear's Den Gem

RVH_1080ER Bear's Den Gem

RVH_1080ER Bear's Den Gem

RVH_1080ER Bear's Den Gem

RVH_1080ER Bear's Den Gem

RVH_1080ER Bear's Den Gem

26 guests 8 bed 8 bath 6,400 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

5.0 (4)

Guest rating

Starting at $849 daily

RVH_1380ER Masters Landing Utopia

RVH_1380ER Masters Landing Utopia

RVH_1380ER Masters Landing Utopia

RVH_1380ER Masters Landing Utopia

RVH_1380ER Masters Landing Utopia

RVH_1380ER Masters Landing Utopia Golf Simulator

RVH_1380ER Masters Landing Utopia Theatre Room

RVH_1380ER Masters Landing Utopia Dry Sauna 3rd Floor

32 guests 11 bed 12 bath 10,312 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

Starting at $1,849 daily

SG148T Eagle Cove

SG148T Eagle Cove

SG148T Eagle Cove

SG148T Eagle Cove

SG148T Eagle Cove

SG148T Eagle Cove

SG148T Eagle Cove

SG148T Eagle Cove

36 guests 14 bed 16 bath 21,397 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

4.2 (6)

Guest rating

Starting at $2,800 daily

RVH_1314ER Bear's Den Haven

RVH_1314ER Bear's Den Haven

RVH_1314ER Bear's Den Haven 9 Hole Putt Putt Golf Course

RVH_1314ER Bear's Den Haven

RVH_1314ER Bear's Den Haven

RVH_1314ER Bear's Den Haven Please note the fireplace is not for guest use.

RVH_1314ER Bear's Den Haven Please note the fireplace is not for guest use.

RVH_1314ER Bear's Den Haven

16 guests 6 bed 6 bath 4,650 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

5.0 (2)

Guest rating

Starting at $537 daily

RVH_300ER Reunion Retreat

RVH_300ER Reunion Retreat

RVH_300ER Reunion Retreat

RVH_300ER Reunion Retreat Huge dining room with seating for 32

RVH_300ER Reunion Retreat

RVH_300ER Reunion Retreat Life size custom bunk bed train

RVH_300ER Reunion Retreat

RVH_300ER Reunion Retreat

39 guests 14 bed 14 bath 12,160 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

4.5 (8)

Guest rating

Starting at $1,599 daily

RVH_1381ER Golden Bear Utopia

RVH_1381ER Golden Bear Utopia

RVH_1381ER Golden Bear Utopia

RVH_1381ER Golden Bear Utopia

RVH_1381ER Golden Bear Utopia

RVH_1381ER Golden Bear Utopia

RVH_1381ER Golden Bear Utopia

RVH_1381ER Golden Bear Utopia

14 guests 7 bed 7 bath 5,025 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

Starting at $749 daily

RVH_1006ER Bear's Paradise

RVH_1006ER Bear's Paradise

RVH_1006ER Bear's Paradise

RVH_1006ER Bear's Paradise

RVH_1006ER Bear's Paradise

RVH_1006ER Bear's Paradise

RVH_1006ER Bear's Paradise

RVH_1006ER Bear's Paradise

18 guests 8 bed 9 bath 5,820 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

5.0 (9)

Guest rating

Starting at $749 daily

RVH_1098ER Bear's Den Oasis

RVH_1098ER Bear's Den Oasis

RVH_1098ER Bear's Den Oasis

RVH_1098ER Bear's Den Oasis

RVH_1098ER Bear's Den Oasis

RVH_1098ER Bear's Den Oasis

RVH_1098ER Bear's Den Oasis

RVH_1098ER Bear's Den Oasis

14 guests 6 bed 6 bath 4,582 sq ft

Orlando - Reunion Resort | Reunion

Reunion Membership Recommended Rental Flex30

5.0 (1)

Guest rating

Starting at $399 daily

RVH_1318ER Bear's Den Paradise

RVH_1318ER Bear's Den Paradise

RVH_1318ER Bear's Den Paradise

RVH_1318ER Bear's Den Paradise

RVH_1318ER Bear's Den Paradise

RVH_1318ER Bear's Den Paradise

RVH_1318ER Bear's Den Paradise

RVH_1318ER Bear's Den Paradise

20 guests 10 bed 13 bath 8,407 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

5.0 (1)

Guest rating

Starting at $1,499 daily

RVH_1332ER Great Gatherings

RVH_1332ER Great Gatherings

RVH_1332ER Great Gatherings

RVH_1332ER Great Gatherings

RVH_1332ER Great Gatherings

RVH_1332ER Great Gatherings

RVH_1332ER Great Gatherings

RVH_1332ER Great Gatherings

26 guests 10 bed 9 bath 5,546 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

5.0 (1)

Guest rating

Starting at $589 daily

RVH_365ER Gathering Luxury

RVH_365ER Gathering Luxury

RVH_365ER Gathering Luxury

RVH_365ER Gathering Luxury

RVH_365ER Gathering Luxury

RVH_365ER Gathering Luxury

RVH_365ER Gathering Luxury

RVH_365ER Gathering Luxury

23 guests 9 bed 9 bath 5,616 sq ft

Orlando - Reunion Resort | Reunion

Reunion Membership Recommended Rental Flex30

5.0 (2)

Guest rating

Starting at $545 daily

FG_810BR Private Paradise

FG_810BR Private Paradise

FG_810BR Private Paradise

FG_810BR Private Paradise

FG_810BR Private Paradise

FG_810BR Private Paradise

FG_810BR Private Paradise

FG_810BR Private Paradise

22 guests 8 bed 10 bath 8,000 sq ft

Orlando - Formosa Gardens | Kissimmee

Recommended Rental Flex30

5.0 (13)

Guest rating

Starting at $849 daily

SL_665AMR Storey Lake Paradise This home has it all, no rear neighbors, themed bedrooms, movie room and more.

SL_665AMR Storey Lake Paradise Bring everyone together in your own Storey Lake retreat. Rare privacy of having no rear neighbors, instead enjoy the peace of the wooded backdrop behind the home.

SL_665AMR Storey Lake Paradise Come home to a welcoming glow after your day out. The red front door marks the start of another evening in your Storey Lake retreat.

SL_665AMR Storey Lake Paradise Keep the conversation flowing while dinner comes together. The open kitchen and living area let the cook stay part of the holiday fun.

SL_665AMR Storey Lake Paradise Give your gamers a holiday highlight of their own. Three gaming stations and table games bring the group together.

SL_665AMR Storey Lake Paradise Turn a night in into a family movie event. Sink into the six theater-style seats and let the otherworldly surroundings set the scene.

SL_665AMR Storey Lake Paradise Give the kids a bedtime adventure of their own. Spacecraft-style bunks and familiar characters make this a room they will be eager to explore.

SL_665AMR Storey Lake Paradise Add resort days to your holiday plans. Discover resort pools, splash-pad fun and basketball at Storey Lake, alongside the comforts of your own vacation home.

24 guests 10 bed 5 bath 4,289 sq ft

Orlando - Storey Lake Resort | Kissimmee

Recommended Rental Flex30

Starting at $238 daily

SG129T Eagle Bay

SG129T Eagle Bay

SG129T Eagle Bay

SG129T Eagle Bay

SG129T Eagle Bay

SG129T Eagle Bay

SG129T Eagle Bay

SG129T Eagle Bay

26 guests 10 bed 10 bath 11,448 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership

5.0 (3)

Guest rating

Starting at $2,200 daily

FG_800BR Sunset Mansion

FG_800BR Sunset Mansion

FG_800BR Sunset Mansion

FG_800BR Sunset Mansion

FG_800BR Sunset Mansion

FG_800BR Sunset Mansion

FG_800BR Sunset Mansion

FG_800BR Sunset Mansion

20 guests 9 bed 9 bath 5,884 sq ft

Orlando - Formosa Gardens | Kissimmee

Recommended Rental Flex30

4.8 (6)

Guest rating

Starting at $461 daily

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

16 guests 8 bed 6 bath 4,034 sq ft

Orlando - Windsor Island Resort | Davenport

Recommended Rental Flex30

4.7 (3)

Guest rating

Starting at $195 daily

TR_627BR The Gathering Place at ChampionsGate

TR_627BR The Gathering Place at ChampionsGate

TR_627BR The Gathering Place at ChampionsGate

TR_627BR The Gathering Place at ChampionsGate

TR_627BR The Gathering Place at ChampionsGate

TR_627BR The Gathering Place at ChampionsGate

TR_627BR The Gathering Place at ChampionsGate

TR_627BR The Gathering Place at ChampionsGate

24 guests 9 bed 5 bath 3,909 sq ft

Orlando - Champions Gate | Davenport

Recommended Rental Flex30

Starting at $261 daily

RVH_1300ER Excitement Drive Dream

RVH_1300ER Excitement Drive Dream

RVH_1300ER Excitement Drive Dream

RVH_1300ER Excitement Drive Dream

RVH_1300ER Excitement Drive Dream Twin x 4 Bunk Bedrooms - Camping Themed - 2nd Floor

RVH_1300ER Excitement Drive Dream Twin x 4 Bunk Bedrooms - Dinosaur Themed - 2nd Floor

RVH_1300ER Excitement Drive Dream

RVH_1300ER Excitement Drive Dream

16 guests 6 bed 7 bath 4,791 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

4.9 (7)

Guest rating

Starting at $305 daily

RVH_1333ER The Grand Beauty Villa

RVH_1333ER The Grand Beauty Villa

RVH_1333ER The Grand Beauty Villa

RVH_1333ER The Grand Beauty Villa

RVH_1333ER The Grand Beauty Villa

RVH_1333ER The Grand Beauty Villa

RVH_1333ER The Grand Beauty Villa

RVH_1333ER The Grand Beauty Villa

30 guests 11 bed 15 bath 10,170 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

Starting at $902 daily

RVH_375AR Golden Elegance

RVH_375AR Golden Elegance The pool area features multiple seating areas and 6 sun loungers

RVH_375AR Golden Elegance Firepit not for guest usage.

RVH_375AR Golden Elegance Firepit not for guest usage.

RVH_375AR Golden Elegance

RVH_375AR Golden Elegance

RVH_375AR Golden Elegance Fire Place not for Guest Use

RVH_375AR Golden Elegance Fire Place not for Guest Use

16 guests 6 bed 8 bath 4,262 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

4.8 (4)

Guest rating

Starting at $385 daily

RVH_1082ER The Enchanted Villa

RVH_1082ER The Enchanted Villa

RVH_1082ER The Enchanted Villa

RVH_1082ER The Enchanted Villa

RVH_1082ER The Enchanted Villa

RVH_1082ER The Enchanted Villa

RVH_1082ER The Enchanted Villa

RVH_1082ER The Enchanted Villa

20 guests 9 bed 10 bath 5,963 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

4.8 (4)

Guest rating

Starting at $499 daily

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

24 guests 10 bed 8 bath 4,034 sq ft

Orlando - Windsor Island Resort | Davenport

Recommended Rental Flex30

5.0 (5)

Guest rating

Starting at $245 daily

RVH_001ER The House at Reunion

RVH_001ER The House at Reunion

RVH_001ER The House at Reunion

RVH_001ER The House at Reunion

RVH_001ER The House at Reunion Relax on sun loungers

RVH_001ER The House at Reunion

RVH_001ER The House at Reunion

RVH_001ER The House at Reunion

17 guests 7 bed 7 bath 5,972 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

4.9 (66)

Guest rating

Starting at $449 daily

RVH_1356ER The Deluxe Mansion

RVH_1356ER The Deluxe Mansion

RVH_1356ER The Deluxe Mansion

RVH_1356ER The Deluxe Mansion

RVH_1356ER The Deluxe Mansion

RVH_1356ER The Deluxe Mansion

RVH_1356ER The Deluxe Mansion

RVH_1356ER The Deluxe Mansion

30 guests 11 bed 11 bath 8,581 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

5.0 (1)

Guest rating

Starting at $699 daily

RVH_1337ER Luxe Haven

RVH_1337ER Luxe Haven

RVH_1337ER Luxe Haven

RVH_1337ER Luxe Haven

RVH_1337ER Luxe Haven

RVH_1337ER Luxe Haven

RVH_1337ER Luxe Haven

RVH_1337ER Luxe Haven

18 guests 5 bed 6 bath 4,615 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

Starting at $379 daily

RVH_076FR The Fairway at Reunion

RVH_076FR The Fairway at Reunion

RVH_076FR The Fairway at Reunion

RVH_076FR The Fairway at Reunion

RVH_076FR The Fairway at Reunion

RVH_076FR The Fairway at Reunion

RVH_076FR The Fairway at Reunion

RVH_076FR The Fairway at Reunion

6 guests 3 bed 3 bath 1,590 sq ft

Orlando - Reunion Resort | Kissimmee

Reunion Membership Recommended Rental Flex30

4.6 (12)

Guest rating

Starting at $105 daily

CJs on Siesta - 104 The CJs on Siesta Building with the Beautiful Coast in the Background

CJs on Siesta - 104 The CJs on Siesta Complex, Showing Off the 2 Stories and an Outdoor Patio Area.

CJs on Siesta - 104 A Bird's Eye View Showing CJs on Siesta's Location next to the Beach

CJs on Siesta - 104 The Outdoor Patio Area Fitted with Loungers and Tables

CJs on Siesta - 104 A Beach Equipment Docking Area, Each Marked by their Respective Unit

CJs on Siesta - 104 The 2nd Floor Entrance to Unit 274, Sea Angel

CJs on Siesta - 104 Sea Angel's Living Area, Featuring a Pull-Out Sleeper Couch, A Dining Table, A Fully Stocked Kitchen, and a Desk.

CJs on Siesta - 104 Sea Angel's Living Area, Featuring a Pull-Out Sleeper Couch, A Dining Table, and a Large HD TV

24 guests 6 bed 6 bath 3,222 sq ft

Gulf Coast - Siesta Key | Siesta Key

Starting at $1,062 daily

26 Heilwood SUNNY ORANGE STAYS presents… ☀️ Forever Sunshine ➠ 26 Heilwood

26 Heilwood Hosting a family reunion, corporate retreat, or destination wedding? This massive 9-bedroom estate is custom-built for large groups, sleeping up to 26 guests.

26 Heilwood Located just a block from the white sands of Clearwater Beach, this home features a private heated pool, an incredible outdoor entertainment bar

26 Heilwood Rooftop terrace with the Gulf views and enough space for everyone to spread out

26 Heilwood Steps to the Sand – A quick 1.5-minute walk puts you directly on the quiet sands of Clearwater Beach.

26 Heilwood The backyard is designed for parties and gatherings.

26 Heilwood Private Heated Pool– Resort-style pool with a waterfall feature, perfect for kids and adults alike (Heat available for a fee)

26 Heilwood Outdoor Tiki Bar – A massive covered entertainment area with a TV and seating—the group's favorite hangout spot.

26 guests 9 bed 5 bath 2,400 sq ft

Gulf Coast - Clearwater Beach | Clearwater Beach

4.9 (58)

Guest rating

Starting at $1,189 daily

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