Vacation rentals in Plantation Key, FL

Best Vacation rentals and Airbnb offers in Plantation Key, FL

Ocean Views from Balcony, Living Room and Bedroom. Islamorada License 26-0380

Condo, Plantation Key

Ocean Views from Balcony, Living Room and Bedroom. Islamorada License 26-0380 is a condo in Plantation Key, with pool access, easy beach access, and outdoor space. This stay gives travelers…

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About Ocean Views from Balcony, Living Room and Bedroom. Islamorada License 26-0380

Ocean Views from Balcony, Living Room and Bedroom. Islamorada License 26-0380 is a condo in Plantation Key, with pool access, easy beach 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,193.

From$170/night

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Spectacular Top Floor Oceanfront View Condo

Condo, Plantation Key

Spectacular Top Floor Oceanfront View Condo is a condo in Plantation Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Spectacular Top Floor Oceanfront View Condo

Spectacular Top Floor Oceanfront View Condo is a condo in Plantation Key, 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: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,313.

From$188/night

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SeaGulls Oceanfront End Unit, WiFi, Pool, Gym, Panoramic Ocean Views!

Condo, Plantation Key

SeaGulls Oceanfront End Unit, WiFi, Pool, Gym, Panoramic Ocean Views! is a condo in Plantation Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About SeaGulls Oceanfront End Unit, WiFi, Pool, Gym, Panoramic Ocean Views!

SeaGulls Oceanfront End Unit, WiFi, Pool, Gym, Panoramic Ocean Views! is a condo in Plantation Key, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,432.

From$205/night

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Whispering Palms | Sea Gulls 210 ~ Weekly Rental

Condo, Plantation Key

Whispering Palms · Sea Gulls 210 ~ Weekly Rental is a condo in Plantation Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Whispering Palms | Sea Gulls 210 ~ Weekly Rental

Whispering Palms · Sea Gulls 210 ~ Weekly Rental is a condo in Plantation Key, 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: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,564.

From$223/night

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Browse Vacation Rentals with a Pool in Plantation Key, FL

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

Ragged Edge Resort & Marina

Guest House, Plantation Key

Ragged Edge Resort & Marina is a guest house in Plantation Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Ragged Edge Resort & Marina

Ragged Edge Resort & Marina is a guest house in Plantation Key, 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 free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,939.

From$246/night

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SPECTACULAR OCEANFRONT VIEWS , FREE WIFI, HD SMART TV'S, SUMMER SPECIAL RATES

Condo, Plantation Key

SPECTACULAR OCEANFRONT VIEWS , FREE WIFI, HD SMART TV'S, SUMMER SPECIAL RATES is a condo in Plantation Key, with pool access, easy beach access, and kitchen access. This stay gives…

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About SPECTACULAR OCEANFRONT VIEWS , FREE WIFI, HD SMART TV'S, SUMMER SPECIAL RATES

SPECTACULAR OCEANFRONT VIEWS , FREE WIFI, HD SMART TV'S, SUMMER SPECIAL RATES is a condo in Plantation Key, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,788.

From$255/night

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Waterfront Islamorada Condo – Heated Pool, Marina & Deeded Boat Slip

Condo, Plantation Key

Waterfront Islamorada Condo – Heated Pool, Marina & Deeded Boat Slip is a condo in Plantation Key, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About Waterfront Islamorada Condo – Heated Pool, Marina & Deeded Boat Slip

Waterfront Islamorada Condo – Heated Pool, Marina & Deeded Boat Slip is a condo in Plantation Key, 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,414.

From$345/night

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3-bedroom Futura Yacht Club condo with Fabulous Sunset views!

Condo, Plantation Key

3-bedroom Futura Yacht Club condo with Fabulous Sunset views! is a condo in Plantation Key, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 3-bedroom Futura Yacht Club condo with Fabulous Sunset views!

3-bedroom Futura Yacht Club condo with Fabulous Sunset views! is a condo in Plantation Key, 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 $2,529.

From$361/night

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Best Plantation Key, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Snorkel and Kayak in Islamorada! Unit w/ Balcony! Pets Allowed, FREE Parking

Apartment, Plantation Key

Snorkel and Kayak in Islamorada! Unit w/ Balcony! Pets Allowed, FREE Parking is a apartment in Plantation Key, with pet-friendly space, pool access, and outdoor space. This stay gives…

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About Snorkel and Kayak in Islamorada! Unit w/ Balcony! Pets Allowed, FREE Parking

Snorkel and Kayak in Islamorada! Unit w/ Balcony! Pets Allowed, FREE Parking is a apartment in Plantation Key, with pet-friendly space, 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,859.

From$266/night

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Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast

Apartment, Plantation Key

Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast is a apartment in Plantation Key, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast

Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast is a apartment in Plantation Key, with pet-friendly space, pool access, and easy beach 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 $2,217.

From$317/night

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Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast

Apartment, Plantation Key

Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast is a apartment in Plantation Key, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast

Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast is a apartment in Plantation Key, with pet-friendly space, pool access, and easy beach 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 $2,217.

From$317/night

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Private 3-bedroom brand new apartment in Tavernier, Key Largo

Apartment, Plantation Key

Private 3-bedroom brand new apartment in Tavernier, Key Largo is a apartment in Plantation Key, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Private 3-bedroom brand new apartment in Tavernier, Key Largo

Private 3-bedroom brand new apartment in Tavernier, Key Largo is a apartment in Plantation Key, 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 $2,218.

From$317/night

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Best Pet-Friendly Vacation Rentals in Plantation Key, FL

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

Modern 2-bedroom/1 bath apartment with full kitchen, Tavernier/Key Largo

Apartment, Plantation Key

Modern 2-bedroom/1 bath apartment with full kitchen, Tavernier/Key Largo is a apartment in Plantation Key, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Modern 2-bedroom/1 bath apartment with full kitchen, Tavernier/Key Largo

Modern 2-bedroom/1 bath apartment with full kitchen, Tavernier/Key Largo is a apartment in Plantation Key, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,536.

From$219/night

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Kayak in Florida Keys! Seaside Villa w/ Patio! Marina, Pool, Kayak

Apartment, Plantation Key

Kayak in Florida Keys! Seaside Villa w/ Patio! Marina, Pool, Kayak is a apartment in Plantation Key, with pet-friendly space, pool access, and outdoor space. This stay gives travelers a…

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About Kayak in Florida Keys! Seaside Villa w/ Patio! Marina, Pool, Kayak

Kayak in Florida Keys! Seaside Villa w/ Patio! Marina, Pool, Kayak is a apartment in Plantation Key, with pet-friendly space, 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,696.

From$242/night

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Seaside Villas w/ Ocean Views & Front Porch! Marina, Pets Allowed, Bike Rental

Apartment, Plantation Key

Seaside Villas w/ Ocean Views & Front Porch! Marina, Pets Allowed, Bike Rental is a apartment in Plantation Key, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Seaside Villas w/ Ocean Views & Front Porch! Marina, Pets Allowed, Bike Rental

Seaside Villas w/ Ocean Views & Front Porch! Marina, Pets Allowed, Bike Rental is a apartment in Plantation Key, with pet-friendly space, pool access, and easy beach 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 $1,718.

From$245/night

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Steps to Windley Key! 3 Pet-friendly Units w/ Balcony! Beach Access & Pool

Apartment, Plantation Key

Steps to Windley Key! 3 Pet-friendly Units w/ Balcony! Beach Access & Pool is a apartment in Plantation Key, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Steps to Windley Key! 3 Pet-friendly Units w/ Balcony! Beach Access & Pool

Steps to Windley Key! 3 Pet-friendly Units w/ Balcony! Beach Access & Pool is a apartment in Plantation Key, with pet-friendly space, pool access, and easy beach 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 $1,718.

From$245/night

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Best Plantation Key, FL vacation rentals with a kitchen

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

Exquisite Unit w/ Balcony and Kitchenette! Pool Pets Allowed, Bike Rental!

Apartment, Plantation Key

Exquisite Unit w/ Balcony and Kitchenette! Pool Pets Allowed, Bike Rental! is a apartment in Plantation Key, with pet-friendly space, pool access, and outdoor space. This stay gives…

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About Exquisite Unit w/ Balcony and Kitchenette! Pool Pets Allowed, Bike Rental!

Exquisite Unit w/ Balcony and Kitchenette! Pool Pets Allowed, Bike Rental! is a apartment in Plantation Key, with pet-friendly space, 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,774.

From$253/night

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5 Star Modern Oceanfront Islamorada Townhome on the Beach!

Holiday Home, Plantation Key

5 Star Modern Oceanfront Islamorada Townhome on the Beach! is a holiday home in Plantation Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About 5 Star Modern Oceanfront Islamorada Townhome on the Beach!

5 Star Modern Oceanfront Islamorada Townhome on the Beach! is a holiday home in Plantation Key, 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: free cancellation, pool, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,680.

From$383/night

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Islamorada 3/2 condo. Futura Yacht Club Dockage, swimming pool, sunsets

Condo, Plantation Key

Islamorada 3/2 condo. Futura Yacht Club Dockage, swimming pool, sunsets is a condo in Plantation Key, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Islamorada 3/2 condo. Futura Yacht Club Dockage, swimming pool, sunsets

Islamorada 3/2 condo. Futura Yacht Club Dockage, swimming pool, sunsets is a condo in Plantation Key, 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 $2,735.

From$391/night

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Peacock Shores Islamorada - Vacation On The Beach!

Holiday Home, Plantation Key

Peacock Shores Islamorada - Vacation On The Beach! is a holiday home in Plantation Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Peacock Shores Islamorada - Vacation On The Beach!

Peacock Shores Islamorada - Vacation On The Beach! is a holiday home in Plantation Key, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,948.

From$421/night

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Our Favorite Family-Friendly Vacation Rentals in Plantation Key, FL

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

Oceanfront Private Cottage!

Cottage, Plantation Key

Oceanfront Private Cottage! is a cottage in Plantation Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Oceanfront Private Cottage!

Oceanfront Private Cottage! is a cottage in Plantation Key, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,969.

From$281/night

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Cozy 1-bedroom Kemp Cottage in peaceful Islamorada, perfect for a romantic getaway.

Apartment, Plantation Key

Cozy 1-bedroom Kemp Cottage in peaceful Islamorada, perfect for a romantic getaway. is a apartment in Plantation Key, with parking, kitchen access, and room for a group. This stay gives…

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About Cozy 1-bedroom Kemp Cottage in peaceful Islamorada, perfect for a romantic getaway.

Cozy 1-bedroom Kemp Cottage in peaceful Islamorada, perfect for a romantic getaway. is a apartment in Plantation Key, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,065.

From$295/night

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Family Escape in Islamorada! Seaside Unit w/ Balcony! Water Sports Equipment

Apartment, Plantation Key

Family Escape in Islamorada! Seaside Unit w/ Balcony! Water Sports Equipment is a apartment in Plantation Key, with pet-friendly space, pool access, and outdoor space. This stay gives…

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About Family Escape in Islamorada! Seaside Unit w/ Balcony! Water Sports Equipment

Family Escape in Islamorada! Seaside Unit w/ Balcony! Water Sports Equipment is a apartment in Plantation Key, with pet-friendly space, 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,217.

From$317/night

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Cozy 1-bedroom Hawksbill Cottage in Islamorada, perfect for a romantic getaway.

Holiday Home, Plantation Key

Cozy 1-bedroom Hawksbill Cottage in Islamorada, perfect for a romantic getaway. is a holiday home in Plantation Key, with parking, kitchen access, and room for a group. This stay gives…

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About Cozy 1-bedroom Hawksbill Cottage in Islamorada, perfect for a romantic getaway.

Cozy 1-bedroom Hawksbill Cottage in Islamorada, perfect for a romantic getaway. is a holiday home in Plantation Key, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,684.

From$383/night

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