Vacation rentals in Lakeside, FL

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Lakeside, FL

Cozy Private Entire Studio Suite Independent Guest Entrance - Lakeside, FL

Cozy Private Entire Studio Suite Independent Guest Entrance

Apartment, Lakeside

Cozy Private Entire Studio Suite Independent Guest Entrance is a apartment in Lakeside. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cozy Private Entire Studio Suite Independent Guest Entrance

Cozy Private Entire Studio Suite Independent Guest Entrance is a apartment in Lakeside. 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 $609.

From$87/night
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Cozy Private Tiny Guest House - Lakeside, FL

Cozy Private Tiny Guest House

Cabin, Lakeside

Cozy Private Tiny Guest House is a cabin in Lakeside. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Cozy Private Tiny Guest House

Cozy Private Tiny Guest House is a cabin in Lakeside. 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 $694.

From$99/night
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The Cheswick B I Team Joseph Ellen - Lakeside, FL

The Cheswick B I Team Joseph Ellen

Holiday Home, Lakeside

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

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About The Cheswick B I Team Joseph Ellen

The Cheswick B I Team Joseph Ellen is a holiday home in Lakeside, 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 $699.

From$100/night
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Secret Garden - Self Check-in - 1 bd, 1bath Elegant Apt/Studio - Lakeside, FL

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

Apartment, Lakeside

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

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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 Lakeside. 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 $714.

From$102/night
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Browse Waterfront Vacation Rentals in Lakeside, FL

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

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

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

Holiday Home, Lakeside

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

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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 Lakeside, 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 $1,092.

From$156/night
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Waterfront Retreat-Dock, Fishing & More! - Lakeside, FL

Waterfront Retreat-Dock, Fishing & More!

Apartment, Lakeside

Waterfront Retreat-Dock, Fishing & More! is a apartment in Lakeside, 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 Lakeside, 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 $1,235.

From$176/night
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Lakeside, Water View, Kayak, BBQ Grill, Fire Pit - Lakeside, FL

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

Holiday Home, Lakeside

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit is a holiday home in Lakeside, 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 Lakeside, 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 $1,338.

From$191/night
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Spacious 4-2 5TVs Florida Room, Fence Garage Beach45 Min 1 of 7 local properties - Lakeside, FL

Spacious 4-2 5TVs Florida Room, Fence Garage Beach45 Min 1 of 7 local properties

Holiday Home, Lakeside

Spacious 4-2 5TVs Florida Room, Fence Garage Beach45 Min 1 of 7 local properties is a holiday home in Lakeside, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Spacious 4-2 5TVs Florida Room, Fence Garage Beach45 Min 1 of 7 local properties

Spacious 4-2 5TVs Florida Room, Fence Garage Beach45 Min 1 of 7 local properties is a holiday home in Lakeside, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,608.

From$230/night
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Browse Vacation Rentals with a Pool in Lakeside, 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 - Lakeside, FL

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

Apartment, Lakeside

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

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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 Lakeside, 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 $877.

From$125/night
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PrimRose Retreat in Orange Pk Nr. NAS JAX& ENTMT. - Lakeside, FL

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

Apartment, Lakeside

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

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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 Lakeside, 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 $1,046.

From$149/night
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⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown - Lakeside, FL

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

Apartment, Lakeside

⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown is a apartment in Lakeside, 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 Lakeside, 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 $1,176.

From$168/night
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Cozy 1-bedroom apartment in beautiful Jacksonville with AC and gym access pool!! - Lakeside, FL

Cozy 1-bedroom apartment in beautiful Jacksonville with AC and gym access pool!!

Apartment, Lakeside

Cozy 1-bedroom apartment in beautiful Jacksonville with AC and gym access pool!! is a apartment in Lakeside, with pool access and room for a group. This stay gives travelers a comfortable…

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About Cozy 1-bedroom apartment in beautiful Jacksonville with AC and gym access pool!!

Cozy 1-bedroom apartment in beautiful Jacksonville with AC and gym access pool!! is a apartment in Lakeside, 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, gym, ac, air conditioning, and heating.

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

From$170/night
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Best Lakeside, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cupcake Cabin Mini 1-bed 1 bath getaway in Jacksonville - Lakeside, FL

Cupcake Cabin Mini 1-bed 1 bath getaway in Jacksonville

Cabin, Lakeside

Cupcake Cabin Mini 1-bed 1 bath getaway in Jacksonville is a cabin in Lakeside, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Cupcake Cabin Mini 1-bed 1 bath getaway in Jacksonville

Cupcake Cabin Mini 1-bed 1 bath getaway in Jacksonville is a cabin in Lakeside, with pet-friendly space 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $534.

From$76/night
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Neverland. - Lakeside, FL

Neverland.

Apartment, Lakeside

Neverland. is a apartment in Lakeside, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Neverland.

Neverland. is a apartment in Lakeside, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $647.

From$92/night
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Spacious 3 BR Near NAS Jax l BBQ, WiFi, DirecTV - Lakeside, FL

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

Holiday Home, Lakeside

Spacious 3 BR Near NAS Jax l BBQ, WiFi, DirecTV is a holiday home in Lakeside, 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 Lakeside, 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 $1,012.

From$145/night
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Cozy 3-bedroom home with WiFi, AC in charming quiet part of Orange Park. - Lakeside, FL

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

Holiday Home, Lakeside

Cozy 3-bedroom home with WiFi, AC in charming quiet part of Orange Park. is a holiday home in Lakeside, 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 Lakeside, 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 $1,163.

From$166/night
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Best Pet-Friendly Vacation Rentals in Lakeside, FL

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

~Picnic Paradise_Sleeps 8_Two Car Garage - Lakeside, FL

~Picnic Paradise_Sleeps 8_Two Car Garage

Holiday Home, Lakeside

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

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About ~Picnic Paradise_Sleeps 8_Two Car Garage

~Picnic Paradise_Sleeps 8_Two Car Garage is a holiday home in Lakeside, 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 $995.

From$142/night
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Cozy 3/2 in Orange Park, Pet Friendly. - Lakeside, FL

Cozy 3/2 in Orange Park, Pet Friendly.

Holiday Home, Lakeside

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

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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 Lakeside, 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 $1,230.

From$176/night
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Dogs Give us 5 Stars! 3BR, Fenced, Rustic Escape - Lakeside, FL

Dogs Give us 5 Stars! 3BR, Fenced, Rustic Escape

Holiday Home, Lakeside

Dogs Give us 5 Stars! 3BR, Fenced, Rustic Escape is a holiday home in Lakeside, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Dogs Give us 5 Stars! 3BR, Fenced, Rustic Escape

Dogs Give us 5 Stars! 3BR, Fenced, Rustic Escape is a holiday home in Lakeside, 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 $1,476.

From$211/night
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Family Friendly, Fenced Yard, Dogs Ok, Fire Pit, EV Charger, Garage - Lakeside, FL

Family Friendly, Fenced Yard, Dogs Ok, Fire Pit, EV Charger, Garage

Holiday Home, Lakeside

Family Friendly, Fenced Yard, Dogs Ok, Fire Pit, EV Charger, Garage is a holiday home in Lakeside, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Family Friendly, Fenced Yard, Dogs Ok, Fire Pit, EV Charger, Garage

Family Friendly, Fenced Yard, Dogs Ok, Fire Pit, EV Charger, Garage is a holiday home in Lakeside, 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 $1,593.

From$228/night
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Best Lakeside, FL vacation rentals with a kitchen

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

Mandarin Pearl Close to Everything! - Lakeside, FL

Mandarin Pearl Close to Everything!

Holiday Home, Lakeside

Mandarin Pearl Close to Everything! is a holiday home in Lakeside, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Mandarin Pearl Close to Everything!

Mandarin Pearl Close to Everything! is a holiday home in Lakeside, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $869.

From$124/night
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Theater Townhouse Unit w/ EV Charger & Free Parking - Lakeside, FL

Theater Townhouse Unit w/ EV Charger & Free Parking

Holiday Home, Lakeside

Theater Townhouse Unit w/ EV Charger & Free Parking is a holiday home in Lakeside, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Theater Townhouse Unit w/ EV Charger & Free Parking

Theater Townhouse Unit w/ EV Charger & Free Parking is a holiday home in Lakeside, 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 $910.

From$130/night
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YES! Westside Home Away From Home-Relax in Privacy-Best Shower Ever & Gas Grill - Lakeside, FL

YES! Westside Home Away From Home-Relax in Privacy-Best Shower Ever & Gas Grill

Holiday Home, Lakeside

YES! Westside Home Away From Home-Relax in Privacy-Best Shower Ever & Gas Grill is a holiday home in Lakeside, with kitchen access and a quieter setting. This stay gives travelers a…

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About YES! Westside Home Away From Home-Relax in Privacy-Best Shower Ever & Gas Grill

YES! Westside Home Away From Home-Relax in Privacy-Best Shower Ever & Gas Grill is a holiday home in Lakeside, with 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, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $971.

From$139/night
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Graceful Southern Guesthouse + outdoor living area - Lakeside, FL

Graceful Southern Guesthouse + outdoor living area

Guest House, Lakeside

Graceful Southern Guesthouse + outdoor living area is a guest house in Lakeside, 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 Lakeside, 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 $1,166.

From$167/night
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