Vacation rentals in Pineland, SC

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Pineland, SC

Mermaid Haven at Bocilla - Pineland, SC

Mermaid Haven at Bocilla

Holiday Home, Pineland

Mermaid Haven at Bocilla is a holiday home in Pineland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Mermaid Haven at Bocilla

Mermaid Haven at Bocilla is a holiday home in Pineland, 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, ourdoor pool, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,211.

From$171/night
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Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida - Pineland, SC

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Cottage, Pineland

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida is a cottage in Pineland, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida is a cottage in Pineland, with pet-friendly space, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $794.

From$78/night
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The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning - Pineland, SC

The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning

Holiday Home, Pineland

The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning is a holiday home in Pineland, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

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About The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning

The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning is a holiday home in Pineland, 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 $805.

From$80/night
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Cozy Tropical Cottage - Pineland, SC

Cozy Tropical Cottage

Holiday Home, Pineland

Cozy Tropical Cottage is a holiday home in Pineland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cozy Tropical Cottage

Cozy Tropical Cottage is a holiday home in Pineland, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $952.

From$99/night
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Browse Vacation Rentals with a Pool in Pineland, SC

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

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa - Pineland, SC

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Apartment, Pineland

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa is a apartment in Pineland, with pool access and room for a group. This stay gives travelers a comfortable base for…

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About Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa is a apartment in Pineland, 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, ac, air conditioning, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,283.

From$135/night
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The Palm Tree House - Pineland, SC

The Palm Tree House

Holiday Home, Pineland

The Palm Tree House is a holiday home in Pineland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Palm Tree House

The Palm Tree House is a holiday home in Pineland, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,543.

From$145/night
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Condo in Four Winds! 2/2 Incredible Water Views! - Pineland, SC

Condo in Four Winds! 2/2 Incredible Water Views!

Condo, Pineland

Condo in Four Winds! 2/2 Incredible Water Views! is a condo in Pineland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Condo in Four Winds! 2/2 Incredible Water Views!

Condo in Four Winds! 2/2 Incredible Water Views! is a condo in Pineland, 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 $1,589.

From$147/night
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Bokeelia Oasis! Heated Pool, Sleeps 12! - Pineland, SC

Bokeelia Oasis! Heated Pool, Sleeps 12!

Holiday Home, Pineland

Bokeelia Oasis! Heated Pool, Sleeps 12! is a holiday home in Pineland, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Bokeelia Oasis! Heated Pool, Sleeps 12!

Bokeelia Oasis! Heated Pool, Sleeps 12! is a holiday home in Pineland, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,811.

From$164/night
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Best Pineland, SC vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Are you looking for old Florida.? Lower heart rate? No high rises/ traffic? - Pineland, SC

Are you looking for old Florida.? Lower heart rate? No high rises/ traffic?

Holiday Home, Pineland

Are you looking for old Florida.? Lower heart rate? No high rises/ traffic? is a holiday home in Pineland, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Are you looking for old Florida.? Lower heart rate? No high rises/ traffic?

Are you looking for old Florida.? Lower heart rate? No high rises/ traffic? is a holiday home in Pineland, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,142.

From$112/night
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Bocilla Island Club Unit C-13 - Pineland, SC

Bocilla Island Club Unit C-13

Holiday Home, Pineland

Bocilla Island Club Unit C-13 is a holiday home in Pineland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bocilla Island Club Unit C-13

Bocilla Island Club Unit C-13 is a holiday home in Pineland, 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 $1,301.

From$120/night
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Paradise at Serenity Cove - Pineland, SC

Paradise at Serenity Cove

Holiday Home, Pineland

Paradise at Serenity Cove is a holiday home in Pineland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Paradise at Serenity Cove

Paradise at Serenity Cove is a holiday home in Pineland, 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 $1,293.

From$120/night
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Island Getaway - 3 Queen Beds - Pineland, SC

Island Getaway - 3 Queen Beds

Holiday Home, Pineland

Island Getaway - 3 Queen Beds is a holiday home in Pineland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Island Getaway - 3 Queen Beds

Island Getaway - 3 Queen Beds is a holiday home in Pineland, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,293.

From$129/night
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Best Pet-Friendly Vacation Rentals in Pineland, SC

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

The Lazy Manatee Charming waterfront studio - Pineland, SC

The Lazy Manatee Charming waterfront studio

Apartment, Pineland

The Lazy Manatee Charming waterfront studio is a apartment in Pineland, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About The Lazy Manatee Charming waterfront studio

The Lazy Manatee Charming waterfront studio is a apartment in Pineland, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,240.

From$128/night
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Charming Pet-Friendly Bungalow... 2 bed/2 bath Near Jug Creek & Boat Ramp - Pineland, SC

Charming Pet-Friendly Bungalow... 2 bed/2 bath Near Jug Creek & Boat Ramp

Holiday Home, Pineland

Charming Pet-Friendly Bungalow... 2 bed/2 bath Near Jug Creek & Boat Ramp is a holiday home in Pineland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Charming Pet-Friendly Bungalow... 2 bed/2 bath Near Jug Creek & Boat Ramp

Charming Pet-Friendly Bungalow... 2 bed/2 bath Near Jug Creek & Boat Ramp is a holiday home in Pineland, 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 $1,346.

From$129/night
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Tarpon Tide studio -Beautiful waterfront 1st floor - Pineland, SC

Tarpon Tide studio -Beautiful waterfront 1st floor

Apartment, Pineland

Tarpon Tide studio -Beautiful waterfront 1st floor is a apartment in Pineland, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Tarpon Tide studio -Beautiful waterfront 1st floor

Tarpon Tide studio -Beautiful waterfront 1st floor is a apartment in Pineland, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,243.

From$131/night
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The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub - Pineland, SC

The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub

Holiday Home, Pineland

The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub is a holiday home in Pineland, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub

The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub is a holiday home in Pineland, with pet-friendly space, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,852.

From$173/night
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Best Pineland, SC vacation rentals with a kitchen

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

2 bed/ 2.5 bath Waterfront Condo with 2 pools and great fishing - Pineland, SC

2 bed/ 2.5 bath Waterfront Condo with 2 pools and great fishing

Condo, Pineland

2 bed/ 2.5 bath Waterfront Condo with 2 pools and great fishing is a condo in Pineland, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About 2 bed/ 2.5 bath Waterfront Condo with 2 pools and great fishing

2 bed/ 2.5 bath Waterfront Condo with 2 pools and great fishing is a condo in Pineland, with pool access, 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: pool, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,285.

From$120/night
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Bocilla Island Club Unit H-42 - Pineland, SC

Bocilla Island Club Unit H-42

Condo, Pineland

Bocilla Island Club Unit H-42 is a condo in Pineland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Bocilla Island Club Unit H-42

Bocilla Island Club Unit H-42 is a condo in Pineland, 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 $1,379.

From$129/night
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Beautiful \"Old Florida\" Pine Island Golf Course & Marina Home - Pineland, SC

Beautiful \"Old Florida\" Pine Island Golf Course & Marina Home

Holiday Home, Pineland

Beautiful \"Old Florida\" Pine Island Golf Course & Marina Home is a holiday home in Pineland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Beautiful \"Old Florida\" Pine Island Golf Course & Marina Home

Beautiful \"Old Florida\" Pine Island Golf Course & Marina Home is a holiday home in Pineland, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,693.

From$175/night
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GORGEOUS RENTAL! Paradise In Old Time Florida at \"The Dew Drop Ian\" - Pineland, SC

GORGEOUS RENTAL! Paradise In Old Time Florida at \"The Dew Drop Ian\"

Holiday Home, Pineland

GORGEOUS RENTAL! Paradise In Old Time Florida at \"The Dew Drop Ian\" is a holiday home in Pineland, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About GORGEOUS RENTAL! Paradise In Old Time Florida at \"The Dew Drop Ian\"

GORGEOUS RENTAL! Paradise In Old Time Florida at \"The Dew Drop Ian\" is a holiday home in Pineland, 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 $1,782.

From$191/night
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Our Favorite Family-Friendly Vacation Rentals in Pineland, SC

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

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard. - Pineland, SC

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.

Cottage, Pineland

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard. is a cottage in Pineland, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard. is a cottage in Pineland, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $626.

From$66/night
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Island Cottage-boat ramp end of street! Walk to Jug Creek Marina! - Pineland, SC

Island Cottage-boat ramp end of street! Walk to Jug Creek Marina!

Cottage, Pineland

Island Cottage-boat ramp end of street! Walk to Jug Creek Marina! is a cottage in Pineland. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Island Cottage-boat ramp end of street! Walk to Jug Creek Marina!

Island Cottage-boat ramp end of street! Walk to Jug Creek Marina! is a cottage in Pineland. 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $994.

From$115/night
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4 PALMS BOKEELIA - OUR BOAT-RAMP BUNGALOW - Pineland, SC

4 PALMS BOKEELIA - OUR BOAT-RAMP BUNGALOW

Cottage, Pineland

4 PALMS BOKEELIA - OUR BOAT-RAMP BUNGALOW is a cottage in Pineland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 4 PALMS BOKEELIA - OUR BOAT-RAMP BUNGALOW

4 PALMS BOKEELIA - OUR BOAT-RAMP BUNGALOW is a cottage in Pineland, 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 gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,616.

From$175/night
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Bokeelia Cottage w/ Private Pool - Pineland, SC

Bokeelia Cottage w/ Private Pool

Cottage, Pineland

Bokeelia Cottage w/ Private Pool is a cottage in Pineland, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Bokeelia Cottage w/ Private Pool

Bokeelia Cottage w/ Private Pool is a cottage in Pineland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,601.

From$181/night
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