Vacation rentals in Highlands Reserve, FL

Best vacation rentals and Airbnb offers in Highlands Reserve, FL

10 ★ 5 reviews

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Apartment, Highlands Reserve

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes is a apartment in Highlands Reserve, with pet-friendly space, pool access, and parking. This stay gives…

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About Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes is a apartment in Highlands Reserve, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,245.

From$141/night

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10 ★ 3 reviews

Upscale Townhome Close to Walt Disney World!

Apartment, Highlands Reserve

Upscale Townhome Close to Walt Disney World! is a apartment in Highlands Reserve, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Upscale Townhome Close to Walt Disney World!

Upscale Townhome Close to Walt Disney World! is a apartment in Highlands Reserve, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,640.

From$172/night

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10 ★ 1 reviews

15976 Spacious Charming Family Getaway

Holiday Home, Highlands Reserve

15976 Spacious Charming Family Getaway is a holiday home in Highlands Reserve, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring…

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About 15976 Spacious Charming Family Getaway

15976 Spacious Charming Family Getaway is a holiday home in Highlands Reserve, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and free parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,039.

From$218/night

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9 ★ 2 reviews

13 Mi to Animal Kingdom: Getaway w/ Patio!

Cottage, Highlands Reserve

13 Mi to Animal Kingdom: Getaway w/ Patio! is a cottage in Highlands Reserve, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 13 Mi to Animal Kingdom: Getaway w/ Patio!

13 Mi to Animal Kingdom: Getaway w/ Patio! is a cottage in Highlands Reserve, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,342.

From$138/night

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Family-friendly vacation rentals in Highlands Reserve, FL

Plan a trip with stays that give families more room to spread out.

11 Mi to Disney: Family-Friendly Home in Davenport

Holiday Home, Highlands Reserve

11 Mi to Disney: Family-Friendly Home in Davenport is a holiday home in Highlands Reserve, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About 11 Mi to Disney: Family-Friendly Home in Davenport

11 Mi to Disney: Family-Friendly Home in Davenport is a holiday home in Highlands Reserve, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,948.

From$183/night

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11 Mi to Disney: Family-friendly Home in Davenport

Cottage, Highlands Reserve

11 Mi to Disney: Family-friendly Home in Davenport is a cottage in Highlands Reserve, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About 11 Mi to Disney: Family-friendly Home in Davenport

11 Mi to Disney: Family-friendly Home in Davenport is a cottage in Highlands Reserve, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,957.

From$212/night

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Community & Private Pools: Davenport Golf Getaway!

Cottage, Highlands Reserve

Community & Private Pools: Davenport Golf Getaway! is a cottage in Highlands Reserve, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Community & Private Pools: Davenport Golf Getaway!

Community & Private Pools: Davenport Golf Getaway! is a cottage in Highlands Reserve, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,220.

From$236/night

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10br Themed Villa w/ Pool Windsor Cay

Villa, Highlands Reserve

10br Themed Villa w/ Pool Windsor Cay is a villa in Highlands Reserve, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 10br Themed Villa w/ Pool Windsor Cay

10br Themed Villa w/ Pool Windsor Cay is a villa in Highlands Reserve, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and family friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,803.

From$297/night

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Pet-friendly vacation rentals in Highlands Reserve, FL

Bring your pet along with stays that welcome four-legged travelers.

Greatest Grove 4 Bedroom Home by RedAwning

Holiday Home, Highlands Reserve

Greatest Grove 4 Bedroom Home by RedAwning is a holiday home in Highlands Reserve, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base…

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About Greatest Grove 4 Bedroom Home by RedAwning

Greatest Grove 4 Bedroom Home by RedAwning is a holiday home in Highlands Reserve, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and washer.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,720.

From$174/night

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6 Bed Pool Home On Golf Community 208

Holiday Home, Highlands Reserve

6 Bed Pool Home On Golf Community 208 is a holiday home in Highlands Reserve, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring…

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About 6 Bed Pool Home On Golf Community 208

6 Bed Pool Home On Golf Community 208 is a holiday home in Highlands Reserve, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,151.

From$256/night

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Come Stay at This Wonderful Vacation Home for a Relaxing Stay!

Holiday Home, Highlands Reserve

Come Stay at This Wonderful Vacation Home for a Relaxing Stay! is a holiday home in Highlands Reserve, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Come Stay at This Wonderful Vacation Home for a Relaxing Stay!

Come Stay at This Wonderful Vacation Home for a Relaxing Stay! is a holiday home in Highlands Reserve, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,766.

From$392/night

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DisneyMansion by AmericanVacationLiving 11BR

Villa, Highlands Reserve

DisneyMansion by AmericanVacationLiving 11BR is a villa in Highlands Reserve, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About DisneyMansion by AmericanVacationLiving 11BR

DisneyMansion by AmericanVacationLiving 11BR is a villa in Highlands Reserve, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $4,927.

From$559/night

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Vacation rentals with a pool in Highlands Reserve, FL

Add a pool to the search when you want an easy place to cool off between outings.

Robin's Nest

Villa, Highlands Reserve

Robin's Nest is a villa in Highlands Reserve, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Robin's Nest

Robin's Nest is a villa in Highlands Reserve, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,119.

From$144/night

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NEW Modern Relaxing 4 Bedroom Pool Villa Near Disney's Parks

Villa, Highlands Reserve

NEW Modern Relaxing 4 Bedroom Pool Villa Near Disney's Parks is a villa in Highlands Reserve, with pool access, room for a group, and a quieter setting. This stay gives travelers a…

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About NEW Modern Relaxing 4 Bedroom Pool Villa Near Disney's Parks

NEW Modern Relaxing 4 Bedroom Pool Villa Near Disney's Parks is a villa in Highlands Reserve, with pool access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,533.

From$191/night

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Upscale Townhome Close to Walt Disney World!

Holiday Home, Highlands Reserve

Upscale Townhome Close to Walt Disney World! is a holiday home in Highlands Reserve, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Upscale Townhome Close to Walt Disney World!

Upscale Townhome Close to Walt Disney World! is a holiday home in Highlands Reserve, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,471.

From$125/night

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Cp938od 5 Bed Calabay Parc 5 Bedroom Home

Holiday Home, Highlands Reserve

Cp938od 5 Bed Calabay Parc 5 Bedroom Home is a holiday home in Highlands Reserve, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Cp938od 5 Bed Calabay Parc 5 Bedroom Home

Cp938od 5 Bed Calabay Parc 5 Bedroom Home is a holiday home in Highlands Reserve, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and onsite parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,730.

From$179/night

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Vacation rentals with parking in Highlands Reserve, FL

Find vacation rentals that make arriving by car easier.

Greatest Grove home

Holiday Home, Highlands Reserve

Greatest Grove home is a holiday home in Highlands Reserve, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Greatest Grove home

Greatest Grove home is a holiday home in Highlands Reserve, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,766.

From$196/night

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Large Villa - Close to Disney With Extended Patio and Golf Course Views

Villa, Highlands Reserve

Large Villa - Close to Disney With Extended Patio and Golf Course Views is a villa in Highlands Reserve, with pool access, outdoor space, and parking. This stay gives travelers a…

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About Large Villa - Close to Disney With Extended Patio and Golf Course Views

Large Villa - Close to Disney With Extended Patio and Golf Course Views is a villa in Highlands Reserve, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and onsite parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,949.

From$208/night

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Murphy's Mansion

Holiday Home, Highlands Reserve

Murphy's Mansion is a holiday home in Highlands Reserve, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Murphy's Mansion

Murphy's Mansion is a holiday home in Highlands Reserve, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,962.

From$219/night

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Murphy's Mansion 4 Bedroom Home by RedAwning

Holiday Home, Highlands Reserve

Murphy's Mansion 4 Bedroom Home by RedAwning is a holiday home in Highlands Reserve, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Murphy's Mansion 4 Bedroom Home by RedAwning

Murphy's Mansion 4 Bedroom Home by RedAwning is a holiday home in Highlands Reserve, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, parking, free parking, and washer.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,169.

From$226/night

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Vacation rentals with a kitchen in Highlands Reserve, FL

Compare stays with kitchen access for longer trips and easier meals.

Magic Village Resort 4 Bedroom townhome with Outdoor Kitchen 4 Townhouse

Holiday Home, Highlands Reserve

Magic Village Resort 4 Bedroom townhome with Outdoor Kitchen 4 Townhouse is a holiday home in Highlands Reserve, with pool access, kitchen access, and room for a group. This stay gives…

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About Magic Village Resort 4 Bedroom townhome with Outdoor Kitchen 4 Townhouse

Magic Village Resort 4 Bedroom townhome with Outdoor Kitchen 4 Townhouse is a holiday home in Highlands Reserve, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and washer.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,440.

From$261/night

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Rcf7646

Villa, Highlands Reserve

Rcf7646 is a villa in Highlands Reserve, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Rcf7646

Rcf7646 is a villa in Highlands Reserve, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and dryer.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,682.

From$287/night

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\"southern Charm\" 4 Bed & 2 Bath Private Pool Home 4 Bedroom Villa by RedAwning

Villa, Highlands Reserve

\"southern Charm\" 4 Bed & 2 Bath Private Pool Home 4 Bedroom Villa by RedAwning is a villa in Highlands Reserve, with pool access, kitchen access, and room for a group. This stay gives…

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About \"southern Charm\" 4 Bed & 2 Bath Private Pool Home 4 Bedroom Villa by RedAwning

\"southern Charm\" 4 Bed & 2 Bath Private Pool Home 4 Bedroom Villa by RedAwning is a villa in Highlands Reserve, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,810.

From$294/night

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Resort Oasis w/ Game Room: 11 Mi to Disney!

Cottage, Highlands Reserve

Resort Oasis w/ Game Room: 11 Mi to Disney! is a cottage in Highlands Reserve, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Resort Oasis w/ Game Room: 11 Mi to Disney!

Resort Oasis w/ Game Room: 11 Mi to Disney! is a cottage in Highlands Reserve, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,785.

From$303/night

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