Vacation rentals in Fleming Island, FL

Best Vacation rentals and Airbnb offers in Fleming Island, FL

The Cheswick B I Team Joseph Ellen

Holiday Home, Fleming Island

The Cheswick B I Team Joseph Ellen is a holiday home in Fleming Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Cheswick B I Team Joseph Ellen

The Cheswick B I Team Joseph Ellen is a holiday home in Fleming Island, 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, onsite parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $773.

From$71/night

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Secret Garden - Self Check-in - 1 bd, 1bath Elegant Apt/Studio

Apartment, Fleming Island

Secret Garden - Self Check-in - 1 bd, 1bath Elegant Apt/Studio is a apartment in Fleming Island. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Secret Garden - Self Check-in - 1 bd, 1bath Elegant Apt/Studio

Secret Garden - Self Check-in - 1 bd, 1bath Elegant Apt/Studio is a apartment in Fleming Island. 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, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $795.

From$88/night

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Suite Peace- New luxury apartment near NAS JAX and Orange park

Apartment, Fleming Island

Suite Peace- New luxury apartment near NAS JAX and Orange park is a apartment in Fleming Island, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Suite Peace- New luxury apartment near NAS JAX and Orange park

Suite Peace- New luxury apartment near NAS JAX and Orange park is a apartment in Fleming Island, 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $886.

From$89/night

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The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park

Apartment, Fleming Island

The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park is a apartment in Fleming Island. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park

The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park is a apartment in Fleming Island. 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, gym, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $886.

From$89/night

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Browse Waterfront Vacation Rentals in Fleming Island, FL

Discover vacation rentals close to the coast, water, and beach areas around Fleming Island, FL.

Coral Reef Retreat 30 min to Beach High Speed Wi-Fi

Holiday Home, Fleming Island

Coral Reef Retreat 30 min to Beach High Speed Wi-Fi is a holiday home in Fleming Island, with easy beach access and a quieter setting. This stay gives travelers a comfortable base for…

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About Coral Reef Retreat 30 min to Beach High Speed Wi-Fi

Coral Reef Retreat 30 min to Beach High Speed Wi-Fi is a holiday home in Fleming Island, with easy beach 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.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,219.

From$118/night

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Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Holiday Home, Fleming Island

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit is a holiday home in Fleming Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit is a holiday home in Fleming Island, 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 $1,481.

From$135/night

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Waterfront Retreat-Dock, Fishing & More!

Apartment, Fleming Island

Waterfront Retreat-Dock, Fishing & More! is a apartment in Fleming Island, with easy beach access and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Waterfront Retreat-Dock, Fishing & More!

Waterfront Retreat-Dock, Fishing & More! is a apartment in Fleming Island, with easy beach 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,373.

From$150/night

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3BR Dog-Friendly Home w/ Fenced Yard Near Park & Doctor's Lake

Holiday Home, Fleming Island

3BR Dog-Friendly Home w/ Fenced Yard Near Park & Doctor's Lake is a holiday home in Fleming Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers…

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About 3BR Dog-Friendly Home w/ Fenced Yard Near Park & Doctor's Lake

3BR Dog-Friendly Home w/ Fenced Yard Near Park & Doctor's Lake is a holiday home in Fleming Island, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,856.

From$179/night

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Browse Vacation Rentals with a Pool in Fleming Island, FL

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

Cozy 1-bedroom apartment with WiFi, fitness room in brilliant Jacksonville

Apartment, Fleming Island

Cozy 1-bedroom apartment with WiFi, fitness room in brilliant Jacksonville is a apartment in Fleming Island, with pool access and room for a group. This stay gives travelers a comfortable…

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About Cozy 1-bedroom apartment with WiFi, fitness room in brilliant Jacksonville

Cozy 1-bedroom apartment with WiFi, fitness room in brilliant Jacksonville is a apartment in Fleming Island, 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, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $981.

From$98/night

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PrimRose Retreat in Orange Pk Nr. NAS JAX& ENTMT.

Apartment, Fleming Island

PrimRose Retreat in Orange Pk Nr. NAS JAX& ENTMT. is a apartment in Fleming Island, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About PrimRose Retreat in Orange Pk Nr. NAS JAX& ENTMT.

PrimRose Retreat in Orange Pk Nr. NAS JAX& ENTMT. is a apartment in Fleming Island, with 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: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,171.

From$121/night

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⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown

Apartment, Fleming Island

⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown is a apartment in Fleming Island, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About ⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown

⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown is a apartment in Fleming Island, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,275.

From$133/night

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*The Poolside Studio*-Lounge, Pool, Wifi

Apartment, Fleming Island

*The Poolside Studio*-Lounge, Pool, Wifi is a apartment in Fleming Island, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About *The Poolside Studio*-Lounge, Pool, Wifi

*The Poolside Studio*-Lounge, Pool, Wifi is a apartment in Fleming Island, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,596.

From$144/night

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Best Fleming Island, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

\"Mid-Century Studio\" Kitchenette, Wi-Fi

Apartment, Fleming Island

\"Mid-Century Studio\" Kitchenette, Wi-Fi is a apartment in Fleming Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About \"Mid-Century Studio\" Kitchenette, Wi-Fi

\"Mid-Century Studio\" Kitchenette, Wi-Fi is a apartment in Fleming Island, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $821.

From$71/night

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~Picnic Paradise_Sleeps 8_Two Car Garage

Holiday Home, Fleming Island

~Picnic Paradise_Sleeps 8_Two Car Garage is a holiday home in Fleming Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About ~Picnic Paradise_Sleeps 8_Two Car Garage

~Picnic Paradise_Sleeps 8_Two Car Garage is a holiday home in Fleming Island, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,075.

From$97/night

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Historic Green Cove Springs Home - Walk to Coast!

Holiday Home, Fleming Island

Historic Green Cove Springs Home - Walk to Coast! is a holiday home in Fleming Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Historic Green Cove Springs Home - Walk to Coast!

Historic Green Cove Springs Home - Walk to Coast! is a holiday home in Fleming Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,290.

From$107/night

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Cozy 3-bedroom home with WiFi, AC in charming quiet part of Orange Park.

Holiday Home, Fleming Island

Cozy 3-bedroom home with WiFi, AC in charming quiet part of Orange Park. is a holiday home in Fleming Island, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy 3-bedroom home with WiFi, AC in charming quiet part of Orange Park.

Cozy 3-bedroom home with WiFi, AC in charming quiet part of Orange Park. is a holiday home in Fleming Island, 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 $1,294.

From$128/night

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Best Pet-Friendly Vacation Rentals in Fleming Island, FL

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

Spacious 3 BR Near NAS Jax l BBQ, WiFi, DirecTV

Holiday Home, Fleming Island

Spacious 3 BR Near NAS Jax l BBQ, WiFi, DirecTV is a holiday home in Fleming Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Spacious 3 BR Near NAS Jax l BBQ, WiFi, DirecTV

Spacious 3 BR Near NAS Jax l BBQ, WiFi, DirecTV is a holiday home in Fleming Island, 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 $1,078.

From$112/night

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Country home

Apartment, Fleming Island

Country home is a apartment in Fleming Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Country home

Country home is a apartment in Fleming Island, with pet-friendly 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, pet friendly, pets friendly, gym, and ac.

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

From$121/night

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Pet Friendly Studio with Tons of 5 Star Reviews

Holiday Home, Fleming Island

Pet Friendly Studio with Tons of 5 Star Reviews is a holiday home in Fleming Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Pet Friendly Studio with Tons of 5 Star Reviews

Pet Friendly Studio with Tons of 5 Star Reviews is a holiday home in Fleming Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,200.

From$129/night

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★Modern E. Orange Park 6+Bed Fence Garage Beach 45min★ 1 of 7 local properties

Holiday Home, Fleming Island

★Modern E. Orange Park 6+Bed Fence Garage Beach 45min★ 1 of 7 local properties is a holiday home in Fleming Island, with pet-friendly space, easy beach access, and parking. This stay gives…

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About ★Modern E. Orange Park 6+Bed Fence Garage Beach 45min★ 1 of 7 local properties

★Modern E. Orange Park 6+Bed Fence Garage Beach 45min★ 1 of 7 local properties is a holiday home in Fleming Island, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,849.

From$168/night

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Best Fleming Island, FL vacation rentals with a kitchen

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

The Den at the Ravines |Queen Studio |Full Kitchen |Screened Balcony |Dogs Ok |Wooded Scenery |Quiet

Apartment, Fleming Island

The Den at the Ravines · Queen Studio · Full Kitchen · Screened Balcony · Dogs Ok · Wooded Scenery · Quiet is a apartment in Fleming Island, with pet-friendly space, outdoor space, and…

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About The Den at the Ravines |Queen Studio |Full Kitchen |Screened Balcony |Dogs Ok |Wooded Scenery |Quiet

The Den at the Ravines · Queen Studio · Full Kitchen · Screened Balcony · Dogs Ok · Wooded Scenery · Quiet is a apartment in Fleming Island, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,159.

From$108/night

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The Escape at the Ravines |King Studio w/Daybed |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views

Apartment, Fleming Island

The Escape at the Ravines · King Studio w/Daybed · Full Kitchen · Dogs Ok · Screened Porch · Wooded Views is a apartment in Fleming Island, with pet-friendly space and kitchen access. This…

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About The Escape at the Ravines |King Studio w/Daybed |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views

The Escape at the Ravines · King Studio w/Daybed · Full Kitchen · Dogs Ok · Screened Porch · Wooded Views is a apartment in Fleming Island, 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 $1,159.

From$108/night

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Cozy 3/2 in Orange Park, Pet Friendly.

Holiday Home, Fleming Island

Cozy 3/2 in Orange Park, Pet Friendly. is a holiday home in Fleming Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cozy 3/2 in Orange Park, Pet Friendly.

Cozy 3/2 in Orange Park, Pet Friendly. is a holiday home in Fleming Island, 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 $1,366.

From$129/night

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Graceful Southern Guesthouse + outdoor living area

Guest House, Fleming Island

Graceful Southern Guesthouse + outdoor living area is a guest house in Fleming Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Graceful Southern Guesthouse + outdoor living area

Graceful Southern Guesthouse + outdoor living area is a guest house in Fleming Island, 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,297.

From$139/night

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