Vacation rentals in Howey-in-the-Hills, FL

47 available vacation rental offers

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Best vacation rentals and Airbnb offers in Howey-in-the-Hills, FL

Outdoor Oasis w/ Bar & Lanai: Tavares Escape - Howey-in-the-Hills, FL
10 ★ 1 reviews

Outdoor Oasis w/ Bar & Lanai: Tavares Escape

Cottage, Howey-in-the-Hills

Outdoor Oasis w/ Bar & Lanai: Tavares Escape is a cottage in Howey-in-the-Hills, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Outdoor Oasis w/ Bar & Lanai: Tavares Escape

Outdoor Oasis w/ Bar & Lanai: Tavares Escape is a cottage in Howey-in-the-Hills, with pet-friendly space and 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: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,787.

From$174/night
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20 Mi to Disney: Condo w/ Pool Access in Clermont! - Howey-in-the-Hills, FL
9 ★ 6 reviews

20 Mi to Disney: Condo w/ Pool Access in Clermont!

Apartment, Howey-in-the-Hills

20 Mi to Disney: Condo w/ Pool Access in Clermont! is a apartment in Howey-in-the-Hills, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring…

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About 20 Mi to Disney: Condo w/ Pool Access in Clermont!

20 Mi to Disney: Condo w/ Pool Access in Clermont! is a apartment in Howey-in-the-Hills, with pet-friendly space and 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: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,156.

From$120/night
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The Heirloom Inn - Howey-in-the-Hills, FL
8.8 ★ 255 reviews

The Heirloom Inn

Guest House, Howey-in-the-Hills

The Heirloom Inn is a guest house in Howey-in-the-Hills, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Heirloom Inn

The Heirloom Inn is a guest house in Howey-in-the-Hills, with 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, parking, free parking, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,004.

From$121/night
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Historic Tremain Cottages - Howey-in-the-Hills, FL
8.6 ★ 37 reviews

Historic Tremain Cottages

Cottage, Howey-in-the-Hills

Historic Tremain Cottages is a cottage in Howey-in-the-Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Historic Tremain Cottages

Historic Tremain Cottages is a cottage in Howey-in-the-Hills, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,221.

From$157/night
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Family-friendly vacation rentals in Howey-in-the-Hills, FL

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

Cozy Log Cabin: Waterfront Views, Fire Pit, Wifi! - Howey-in-the-Hills, FL
10 ★ 1 reviews

Cozy Log Cabin: Waterfront Views, Fire Pit, Wifi!

Cottage, Howey-in-the-Hills

Cozy Log Cabin: Waterfront Views, Fire Pit, Wifi! is a cottage in Howey-in-the-Hills, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Cozy Log Cabin: Waterfront Views, Fire Pit, Wifi!

Cozy Log Cabin: Waterfront Views, Fire Pit, Wifi! is a cottage in Howey-in-the-Hills, with pet-friendly space, easy beach 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,517.

From$165/night
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Pool Access & Screened Patio: Home in The Villages - Howey-in-the-Hills, FL
10 ★ 1 reviews

Pool Access & Screened Patio: Home in The Villages

Cottage, Howey-in-the-Hills

Pool Access & Screened Patio: Home in The Villages is a cottage in Howey-in-the-Hills, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Pool Access & Screened Patio: Home in The Villages

Pool Access & Screened Patio: Home in The Villages is a cottage in Howey-in-the-Hills, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,766.

From$181/night
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5BR Resort Home w/ Clubhouse Windsor Cay - Howey-in-the-Hills, FL

5BR Resort Home w/ Clubhouse Windsor Cay

Villa, Howey-in-the-Hills

5BR Resort Home w/ Clubhouse Windsor Cay is a villa in Howey-in-the-Hills, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 5BR Resort Home w/ Clubhouse Windsor Cay

5BR Resort Home w/ Clubhouse Windsor Cay is a villa in Howey-in-the-Hills, with 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,370.

From$138/night
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Bring Your Boat! Canal-front Tavares Home w/ Dock - Howey-in-the-Hills, FL

Bring Your Boat! Canal-front Tavares Home w/ Dock

Cottage, Howey-in-the-Hills

Bring Your Boat! Canal-front Tavares Home w/ Dock is a cottage in Howey-in-the-Hills, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Bring Your Boat! Canal-front Tavares Home w/ Dock

Bring Your Boat! Canal-front Tavares Home w/ Dock is a cottage in Howey-in-the-Hills, with pet-friendly 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,463.

From$149/night
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Pet-friendly vacation rentals in Howey-in-the-Hills, FL

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

ROOM 03 - Lake Sumner - Howey-in-the-Hills, FL

ROOM 03 - Lake Sumner

Apartment, Howey-in-the-Hills

ROOM 03 - Lake Sumner is a apartment in Howey-in-the-Hills, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About ROOM 03 - Lake Sumner

ROOM 03 - Lake Sumner is a apartment in Howey-in-the-Hills, with pet-friendly 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: free cancellation, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $831.

From$103/night
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Serene Mountain Retreat With Pool - Howey-in-the-Hills, FL

Serene Mountain Retreat With Pool

Holiday Home, Howey-in-the-Hills

Serene Mountain Retreat With Pool is a holiday home in Howey-in-the-Hills, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Serene Mountain Retreat With Pool

Serene Mountain Retreat With Pool is a holiday home in Howey-in-the-Hills, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,802.

From$315/night
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Modern Groveland Suite Near Lakes & Trails! - Howey-in-the-Hills, FL

Modern Groveland Suite Near Lakes & Trails!

Apartment, Howey-in-the-Hills

Modern Groveland Suite Near Lakes & Trails! is a apartment in Howey-in-the-Hills, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Modern Groveland Suite Near Lakes & Trails!

Modern Groveland Suite Near Lakes & Trails! is a apartment in Howey-in-the-Hills, with pet-friendly 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,315.

From$143/night
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Heron Cay Lakeview Bed & Breakfast - Howey-in-the-Hills, FL

Heron Cay Lakeview Bed & Breakfast

B & B, Howey-in-the-Hills

Heron Cay Lakeview Bed & Breakfast is a b & b in Howey-in-the-Hills, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Heron Cay Lakeview Bed & Breakfast

Heron Cay Lakeview Bed & Breakfast is a b & b in Howey-in-the-Hills, with pet-friendly space and 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: free breakfast, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,876.

From$241/night
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Vacation rentals with a pool in Howey-in-the-Hills, FL

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

Pool Access & Screened Patio: Home in The Villages - Howey-in-the-Hills, FL

Pool Access & Screened Patio: Home in The Villages

Holiday Home, Howey-in-the-Hills

Pool Access & Screened Patio: Home in The Villages is a holiday home in Howey-in-the-Hills, with pool access and outdoor space. This stay gives travelers a comfortable base for exploring…

Read more

About Pool Access & Screened Patio: Home in The Villages

Pool Access & Screened Patio: Home in The Villages is a holiday home in Howey-in-the-Hills, with pool access and outdoor space. 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 gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,706.

From$148/night
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Canal-front Retreat w/ Hot Tub & Dock in Tavares - Howey-in-the-Hills, FL

Canal-front Retreat w/ Hot Tub & Dock in Tavares

Apartment, Howey-in-the-Hills

Canal-front Retreat w/ Hot Tub & Dock in Tavares is a apartment in Howey-in-the-Hills, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About Canal-front Retreat w/ Hot Tub & Dock in Tavares

Canal-front Retreat w/ Hot Tub & Dock in Tavares is a apartment in Howey-in-the-Hills, with pool access, kitchen access, 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,242.

From$138/night
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Community Pool & Tennis Court: Gem in The Villages - Howey-in-the-Hills, FL

Community Pool & Tennis Court: Gem in The Villages

Holiday Home, Howey-in-the-Hills

Community Pool & Tennis Court: Gem in The Villages is a holiday home in Howey-in-the-Hills, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Community Pool & Tennis Court: Gem in The Villages

Community Pool & Tennis Court: Gem in The Villages is a holiday home in Howey-in-the-Hills, 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: free cancellation, pool, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,654.

From$148/night
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Spacious Tavares Home w/ Private Outdoor Oasis! - Howey-in-the-Hills, FL

Spacious Tavares Home w/ Private Outdoor Oasis!

Cottage, Howey-in-the-Hills

Spacious Tavares Home w/ Private Outdoor Oasis! is a cottage in Howey-in-the-Hills, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Spacious Tavares Home w/ Private Outdoor Oasis!

Spacious Tavares Home w/ Private Outdoor Oasis! is a cottage in Howey-in-the-Hills, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,313.

From$254/night
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Vacation rentals with parking in Howey-in-the-Hills, FL

Find vacation rentals that make arriving by car easier.

Sumner Lake Tiny House - Lake Sumner - Howey-in-the-Hills, FL
10 ★ 1 reviews

Sumner Lake Tiny House - Lake Sumner

Holiday Home, Howey-in-the-Hills

Sumner Lake Tiny House - Lake Sumner is a holiday home in Howey-in-the-Hills, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner is a holiday home in Howey-in-the-Hills, with 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 wifi, parking, free parking, accessible, and accessible parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,752.

From$208/night
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Room 03 - Lake Sumner - Howey-in-the-Hills, FL
6 ★ 2 reviews

Room 03 - Lake Sumner

Apartment, Howey-in-the-Hills

Room 03 - Lake Sumner is a apartment in Howey-in-the-Hills, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About Room 03 - Lake Sumner

Room 03 - Lake Sumner is a apartment in Howey-in-the-Hills, with 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 wifi, parking, free parking, accessible, and accessible parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $839.

From$103/night
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Walk to Restaurants: Downtown Leesburg Townhome! - Howey-in-the-Hills, FL

Walk to Restaurants: Downtown Leesburg Townhome!

Holiday Home, Howey-in-the-Hills

Walk to Restaurants: Downtown Leesburg Townhome! is a holiday home in Howey-in-the-Hills, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Walk to Restaurants: Downtown Leesburg Townhome!

Walk to Restaurants: Downtown Leesburg Townhome! is a holiday home in Howey-in-the-Hills, with 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, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,368.

From$101/night
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Walk to Restaurants: Downtown Leesburg Townhome! - Howey-in-the-Hills, FL

Walk to Restaurants: Downtown Leesburg Townhome!

Apartment, Howey-in-the-Hills

Walk to Restaurants: Downtown Leesburg Townhome! is a apartment in Howey-in-the-Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Walk to Restaurants: Downtown Leesburg Townhome!

Walk to Restaurants: Downtown Leesburg Townhome! is a apartment in Howey-in-the-Hills, with 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,413.

From$132/night
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Vacation rentals with a kitchen in Howey-in-the-Hills, FL

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

Community Pool & Tennis Court: Gem in The Villages - Howey-in-the-Hills, FL

Community Pool & Tennis Court: Gem in The Villages

Cottage, Howey-in-the-Hills

Community Pool & Tennis Court: Gem in The Villages is a cottage in Howey-in-the-Hills, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Community Pool & Tennis Court: Gem in The Villages

Community Pool & Tennis Court: Gem in The Villages is a cottage in Howey-in-the-Hills, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,712.

From$181/night
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Luxe Waterfront Oasis w/ Dock - Direct Lake Access - Howey-in-the-Hills, FL

Luxe Waterfront Oasis w/ Dock - Direct Lake Access

Cottage, Howey-in-the-Hills

Luxe Waterfront Oasis w/ Dock - Direct Lake Access is a cottage in Howey-in-the-Hills, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Luxe Waterfront Oasis w/ Dock - Direct Lake Access

Luxe Waterfront Oasis w/ Dock - Direct Lake Access is a cottage in Howey-in-the-Hills, with easy beach 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,314.

From$395/night
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Escape the Heat! Lakefront Paradise in Mount Dora - Howey-in-the-Hills, FL

Escape the Heat! Lakefront Paradise in Mount Dora

Cottage, Howey-in-the-Hills

Escape the Heat! Lakefront Paradise in Mount Dora is a cottage in Howey-in-the-Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Escape the Heat! Lakefront Paradise in Mount Dora

Escape the Heat! Lakefront Paradise in Mount Dora is a cottage in Howey-in-the-Hills, 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 ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $6,247.

From$762/night
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Other places to stay in Howey-in-the-Hills, FL

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