Vacation rentals in Cherry Estates, FL

Best vacation rentals and Airbnb offers in Cherry Estates, FL

9.6 ★ 370 reviews

Resort Harbour Properties

Condo, Cherry Estates

Resort Harbour Properties is a condo in Cherry Estates, 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 Resort Harbour Properties

Resort Harbour Properties is a condo in Cherry Estates, 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, free wifi, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,298.

From$250/night

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8 ★ 1 reviews

Coral Cascade

Holiday Home, Cherry Estates

Coral Cascade is a holiday home in Cherry Estates, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Coral Cascade

Coral Cascade is a holiday home in Cherry Estates, 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, pet friendly, pets friendly, and ourdoor pool.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,705.

From$206/night

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8 ★ 1 reviews

Sable Retreat

Holiday Home, Cherry Estates

Sable Retreat is a holiday home in Cherry Estates, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sable Retreat

Sable Retreat is a holiday home in Cherry Estates, with pet-friendly space, pool 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: pool, pet friendly, pets friendly, and ourdoor pool.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,082.

From$229/night

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Rock N' Reel Boat House

Holiday Home, Cherry Estates

Rock N' Reel Boat House is a holiday home in Cherry Estates, 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 Rock N' Reel Boat House

Rock N' Reel Boat House is a holiday home in Cherry Estates, 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, pet friendly, pets friendly, and ourdoor pool.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,954.

From$158/night

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Pet-friendly vacation rentals in Cherry Estates, FL

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

Loggerhead Cay #324

Holiday Home, Cherry Estates

Loggerhead Cay #324 is a holiday home in Cherry Estates, 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 Loggerhead Cay #324

Loggerhead Cay #324 is a holiday home in Cherry Estates, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,507.

From$262/night

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Loggerhead 261 - Gorgeous Residence at Loggerhead Cay with Fantastic Amenities

Holiday Home, Cherry Estates

Loggerhead 261 - Gorgeous Residence at Loggerhead Cay with Fantastic Amenities is a holiday home in Cherry Estates, with pet-friendly space and pool access. This stay gives travelers a…

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About Loggerhead 261 - Gorgeous Residence at Loggerhead Cay with Fantastic Amenities

Loggerhead 261 - Gorgeous Residence at Loggerhead Cay with Fantastic Amenities is a holiday home in Cherry Estates, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,351.

From$253/night

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Loggerhead Cay #322

Holiday Home, Cherry Estates

Loggerhead Cay #322 is a holiday home in Cherry Estates, 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 Loggerhead Cay #322

Loggerhead Cay #322 is a holiday home in Cherry Estates, 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, pet friendly, pets friendly, and gym.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,438.

From$370/night

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Updated St James City Home on Canal w/ Pool & Dock

Holiday Home, Cherry Estates

Updated St James City Home on Canal w/ Pool & Dock is a holiday home in Cherry Estates, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring…

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About Updated St James City Home on Canal w/ Pool & Dock

Updated St James City Home on Canal w/ Pool & Dock is a holiday home in Cherry Estates, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,807.

From$411/night

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Vacation rentals with a pool in Cherry Estates, FL

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

Seashells Unit 09 2 Bedroom Condo

Condo, Cherry Estates

Seashells Unit 09 2 Bedroom Condo is a condo in Cherry Estates, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Seashells Unit 09 2 Bedroom Condo

Seashells Unit 09 2 Bedroom Condo is a condo in Cherry Estates, 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, free wifi, internet, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,189.

From$270/night

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Blind Pass Unit G201 2 Bedroom Condo

Condo, Cherry Estates

Blind Pass Unit G201 2 Bedroom Condo is a condo in Cherry Estates, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Blind Pass Unit G201 2 Bedroom Condo

Blind Pass Unit G201 2 Bedroom Condo is a condo in Cherry Estates, 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, free wifi, washer, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,861.

From$277/night

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Chic Island Haven - Seashells Unit #38 2 Bedroom Condo

Condo, Cherry Estates

Chic Island Haven - Seashells Unit #38 2 Bedroom Condo is a condo in Cherry Estates, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Chic Island Haven - Seashells Unit #38 2 Bedroom Condo

Chic Island Haven - Seashells Unit #38 2 Bedroom Condo is a condo in Cherry Estates, 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, free wifi, washer, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,258.

From$297/night

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Seashells Unit 44 2 Bedroom Condo

Condo, Cherry Estates

Seashells Unit 44 2 Bedroom Condo is a condo in Cherry Estates, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Seashells Unit 44 2 Bedroom Condo

Seashells Unit 44 2 Bedroom Condo is a condo in Cherry Estates, 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, free wifi, washer, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,130.

From$297/night

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