Vacation rentals in Shady Hills, FL

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Shady Hills, FL

Room an a peaceful Family Home - Shady Hills, FL

Room an a peaceful Family Home

Homestay, Shady Hills

Room an a peaceful Family Home is a homestay in Shady Hills, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Room an a peaceful Family Home

Room an a peaceful Family Home is a homestay in Shady Hills, with parking, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $290.

From$36/night
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Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere - Shady Hills, FL

Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere

Apartment, Shady Hills

Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere is a apartment in Shady Hills, with parking, kitchen access, and a quieter setting. This stay gives travelers…

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About Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere

Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere is a apartment in Shady Hills, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $502.

From$72/night
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Cozy Private Guest Suite - Shady Hills, FL

Cozy Private Guest Suite

Apartment, Shady Hills

Cozy Private Guest Suite is a apartment in Shady Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Private Guest Suite

Cozy Private Guest Suite is a apartment in Shady 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $513.

From$73/night
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Hudson Home - Shady Hills, FL

Hudson Home

Holiday Home, Shady Hills

Hudson Home is a holiday home in Shady Hills, with parking. 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 Hudson Home

Hudson Home is a holiday home in Shady 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $709.

From$80/night
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Vacation rentals with a pool in Shady Hills, FL

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

3 bedroom Pool home. Quiet Neighbourhood - Shady Hills, FL

3 bedroom Pool home. Quiet Neighbourhood

Holiday Home, Shady Hills

3 bedroom Pool home. Quiet Neighbourhood is a holiday home in Shady Hills, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 3 bedroom Pool home. Quiet Neighbourhood

3 bedroom Pool home. Quiet Neighbourhood is a holiday home in Shady Hills, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $906.

From$129/night
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Luxury 3 Bedroom Pool Home. Quiet Neighborhood. - Shady Hills, FL

Luxury 3 Bedroom Pool Home. Quiet Neighborhood.

Holiday Home, Shady Hills

Luxury 3 Bedroom Pool Home. Quiet Neighborhood. is a holiday home in Shady Hills, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Luxury 3 Bedroom Pool Home. Quiet Neighborhood.

Luxury 3 Bedroom Pool Home. Quiet Neighborhood. is a holiday home in Shady Hills, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $906.

From$129/night
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Lanai w/ Heated Pool: Pristine Spring Hill House - Shady Hills, FL

Lanai w/ Heated Pool: Pristine Spring Hill House

Holiday Home, Shady Hills

Lanai w/ Heated Pool: Pristine Spring Hill House is a holiday home in Shady Hills, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Lanai w/ Heated Pool: Pristine Spring Hill House

Lanai w/ Heated Pool: Pristine Spring Hill House is a holiday home in Shady Hills, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,694.

From$142/night
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Beautiful Home With Heated Pool In A Nice Neighborhood - Shady Hills, FL

Beautiful Home With Heated Pool In A Nice Neighborhood

Holiday Home, Shady Hills

Beautiful Home With Heated Pool In A Nice Neighborhood is a holiday home in Shady Hills, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Beautiful Home With Heated Pool In A Nice Neighborhood

Beautiful Home With Heated Pool In A Nice Neighborhood is a holiday home in Shady 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,107.

From$158/night
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Vacation rentals with parking in Shady Hills, FL

Find vacation rentals that make arriving by car easier.

Tiny Lakeside Cabin - Shady Hills, FL

Tiny Lakeside Cabin

Cabin, Shady Hills

Tiny Lakeside Cabin is a cabin in Shady Hills, with parking. 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 Tiny Lakeside Cabin

Tiny Lakeside Cabin is a cabin in Shady 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, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $798.

From$114/night
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Spring Hill Home - 3 Mi to Weeki Wachee Springs! - Shady Hills, FL

Spring Hill Home - 3 Mi to Weeki Wachee Springs!

Holiday Home, Shady Hills

Spring Hill Home - 3 Mi to Weeki Wachee Springs! is a holiday home in Shady Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Spring Hill Home - 3 Mi to Weeki Wachee Springs!

Spring Hill Home - 3 Mi to Weeki Wachee Springs! is a holiday home in Shady 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $804.

From$115/night
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Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi - Shady Hills, FL

Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi

Cottage, Shady Hills

Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi is a cottage in Shady Hills, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi

Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi is a cottage in Shady Hills, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $807.

From$115/night
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13 Mi to Hudson Beach: Family Escape w/ Lanai - Shady Hills, FL

13 Mi to Hudson Beach: Family Escape w/ Lanai

Holiday Home, Shady Hills

13 Mi to Hudson Beach: Family Escape w/ Lanai is a holiday home in Shady Hills, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 13 Mi to Hudson Beach: Family Escape w/ Lanai

13 Mi to Hudson Beach: Family Escape w/ Lanai is a holiday home in Shady 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,069.

From$153/night
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Pet-friendly vacation rentals in Shady Hills, FL

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

Nature's Coast Retreat - Shady Hills, FL

Nature's Coast Retreat

Holiday Home, Shady Hills

Nature's Coast Retreat is a holiday home in Shady Hills, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Nature's Coast Retreat

Nature's Coast Retreat is a holiday home in Shady Hills, with pet-friendly space 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, pet friendly, pets friendly, heating, and pets::allowed.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,448.

From$124/night
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Great house, upscale neighborhood close to everything. Pet friendly. 20ft pool - Shady Hills, FL

Great house, upscale neighborhood close to everything. Pet friendly. 20ft pool

Holiday Home, Shady Hills

Great house, upscale neighborhood close to everything. Pet friendly. 20ft pool is a holiday home in Shady Hills, with pet-friendly space and pool access. This stay gives travelers a…

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About Great house, upscale neighborhood close to everything. Pet friendly. 20ft pool

Great house, upscale neighborhood close to everything. Pet friendly. 20ft pool is a holiday home in Shady 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: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $928.

From$133/night
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Cozy ,Tranquil 3-bedroom in Spring Hill with WiFi, AC ; home away from home. - Shady Hills, FL

Cozy ,Tranquil 3-bedroom in Spring Hill with WiFi, AC ; home away from home.

Holiday Home, Shady Hills

Cozy ,Tranquil 3-bedroom in Spring Hill with WiFi, AC ; home away from home. is a holiday home in Shady Hills, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About Cozy ,Tranquil 3-bedroom in Spring Hill with WiFi, AC ; home away from home.

Cozy ,Tranquil 3-bedroom in Spring Hill with WiFi, AC ; home away from home. is a holiday home in Shady Hills, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,129.

From$161/night
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Leafy Lodge, Near Springs, Beach, Hot Tub, Fenced - Shady Hills, FL

Leafy Lodge, Near Springs, Beach, Hot Tub, Fenced

Holiday Home, Shady Hills

Leafy Lodge, Near Springs, Beach, Hot Tub, Fenced is a holiday home in Shady Hills, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Leafy Lodge, Near Springs, Beach, Hot Tub, Fenced

Leafy Lodge, Near Springs, Beach, Hot Tub, Fenced is a holiday home in Shady 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,148.

From$164/night
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Vacation rentals with a kitchen in Shady Hills, FL

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

Charming 3-bedroom house with lake views in serene Spring Hill - Shady Hills, FL

Charming 3-bedroom house with lake views in serene Spring Hill

Holiday Home, Shady Hills

Charming 3-bedroom house with lake views in serene Spring Hill is a holiday home in Shady Hills, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Charming 3-bedroom house with lake views in serene Spring Hill

Charming 3-bedroom house with lake views in serene Spring Hill is a holiday home in Shady Hills, with 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $997.

From$142/night
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TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI - Shady Hills, FL

TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI

Holiday Home, Shady Hills

TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI is a holiday home in Shady Hills, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI

TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI is a holiday home in Shady Hills, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,084.

From$155/night
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6 Mi to Weeki Wachee Springs: Family Getaway - Shady Hills, FL

6 Mi to Weeki Wachee Springs: Family Getaway

Holiday Home, Shady Hills

6 Mi to Weeki Wachee Springs: Family Getaway is a holiday home in Shady Hills, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About 6 Mi to Weeki Wachee Springs: Family Getaway

6 Mi to Weeki Wachee Springs: Family Getaway is a holiday home in Shady Hills, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,098.

From$157/night
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Pool & Lanai! Sophisticated Spring Hill Stay - Shady Hills, FL

Pool & Lanai! Sophisticated Spring Hill Stay

Holiday Home, Shady Hills

Pool & Lanai! Sophisticated Spring Hill Stay is a holiday home in Shady Hills, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pool & Lanai! Sophisticated Spring Hill Stay

Pool & Lanai! Sophisticated Spring Hill Stay is a holiday home in Shady Hills, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,206.

From$172/night
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Family-friendly vacation rentals in Shady Hills, FL

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

Spring Hill Home - 3 Mi to Weeki Wachee Springs! - Shady Hills, FL

Spring Hill Home - 3 Mi to Weeki Wachee Springs!

Cottage, Shady Hills

Spring Hill Home - 3 Mi to Weeki Wachee Springs! is a cottage in Shady Hills, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Spring Hill Home - 3 Mi to Weeki Wachee Springs!

Spring Hill Home - 3 Mi to Weeki Wachee Springs! is a cottage in Shady 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $921.

From$96/night
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Home w/ Screened Porch, Near Weeki Wachee Springs! - Shady Hills, FL

Home w/ Screened Porch, Near Weeki Wachee Springs!

Cottage, Shady Hills

Home w/ Screened Porch, Near Weeki Wachee Springs! is a cottage in Shady Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Home w/ Screened Porch, Near Weeki Wachee Springs!

Home w/ Screened Porch, Near Weeki Wachee Springs! is a cottage in Shady 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,266.

From$127/night
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5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai - Shady Hills, FL

5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai

Cottage, Shady Hills

5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai is a cottage in Shady Hills, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai

5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai is a cottage in Shady 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,303.

From$132/night
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Pool & Lanai! Sophisticated Spring Hill Stay - Shady Hills, FL

Pool & Lanai! Sophisticated Spring Hill Stay

Cottage, Shady Hills

Pool & Lanai! Sophisticated Spring Hill Stay is a cottage in Shady Hills, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Pool & Lanai! Sophisticated Spring Hill Stay

Pool & Lanai! Sophisticated Spring Hill Stay is a cottage in Shady 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,349.

From$144/night
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