Vacation rentals in Sugarmill Woods, FL

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Sugarmill Woods, FL

Affordable Chasshideaway @ChazzMinido - Sugarmill Woods, FL

Affordable Chasshideaway @ChazzMinido

Apartment, Sugarmill Woods

Affordable Chasshideaway @ChazzMinido is a apartment in Sugarmill Woods, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Affordable Chasshideaway @ChazzMinido

Affordable Chasshideaway @ChazzMinido is a apartment in Sugarmill Woods, 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, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $519.

From$54/night
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NEW - Hippie Hut Minutes from the Boat Ramp - Sugarmill Woods, FL

NEW - Hippie Hut Minutes from the Boat Ramp

Cabin, Sugarmill Woods

NEW - Hippie Hut Minutes from the Boat Ramp is a cabin in Sugarmill Woods, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About NEW - Hippie Hut Minutes from the Boat Ramp

NEW - Hippie Hut Minutes from the Boat Ramp is a cabin in Sugarmill Woods, 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 $548.

From$60/night
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Horse -Dog Off Beaten Path - Sugarmill Woods, FL

Horse -Dog Off Beaten Path

Country House, Sugarmill Woods

Horse -Dog Off Beaten Path is a country house in Sugarmill Woods, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Horse -Dog Off Beaten Path

Horse -Dog Off Beaten Path is a country house in Sugarmill Woods, 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, free wifi, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $668.

From$72/night
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Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing - Sugarmill Woods, FL

Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing

Cabin, Sugarmill Woods

Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing is a cabin in Sugarmill Woods, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing

Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing is a cabin in Sugarmill Woods, 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 $849.

From$87/night
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Browse Vacation Rentals with a Pool in Sugarmill Woods, FL

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

Spacious Getaway Near FL Attractions, Plunge Pool, Game Room, Firepit, BBQ, Pet-Friendly & Sleeps 10 - Sugarmill Woods, FL

Spacious Getaway Near FL Attractions, Plunge Pool, Game Room, Firepit, BBQ, Pet-Friendly & Sleeps 10

Holiday Home, Sugarmill Woods

Spacious Getaway Near FL Attractions, Plunge Pool, Game Room, Firepit, BBQ, Pet-Friendly & Sleeps 10 is a holiday home in Sugarmill Woods, with pet-friendly space, pool access, and kitchen…

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About Spacious Getaway Near FL Attractions, Plunge Pool, Game Room, Firepit, BBQ, Pet-Friendly & Sleeps 10

Spacious Getaway Near FL Attractions, Plunge Pool, Game Room, Firepit, BBQ, Pet-Friendly & Sleeps 10 is a holiday home in Sugarmill Woods, 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: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,268.

From$101/night
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Cozy cabin by the river/pet friendly - Sugarmill Woods, FL

Cozy cabin by the river/pet friendly

Cabin, Sugarmill Woods

Cozy cabin by the river/pet friendly is a cabin in Sugarmill Woods, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy cabin by the river/pet friendly

Cozy cabin by the river/pet friendly is a cabin in Sugarmill Woods, 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, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,289.

From$143/night
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3-bedroom house with large pool - Sugarmill Woods, FL

3-bedroom house with large pool

Holiday Home, Sugarmill Woods

3-bedroom house with large pool is a holiday home in Sugarmill Woods, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About 3-bedroom house with large pool

3-bedroom house with large pool is a holiday home in Sugarmill Woods, with pet-friendly space, 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: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,512.

From$159/night
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Charming 3-bedroom house with Pool (Not heated), WiFi, AC in North Weeki Wachee - Sugarmill Woods, FL

Charming 3-bedroom house with Pool (Not heated), WiFi, AC in North Weeki Wachee

Holiday Home, Sugarmill Woods

Charming 3-bedroom house with Pool (Not heated), WiFi, AC in North Weeki Wachee is a holiday home in Sugarmill Woods, with pool access and room for a group. This stay gives travelers a…

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About Charming 3-bedroom house with Pool (Not heated), WiFi, AC in North Weeki Wachee

Charming 3-bedroom house with Pool (Not heated), WiFi, AC in North Weeki Wachee is a holiday home in Sugarmill Woods, 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, hot tub, and free wifi.

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

From$164/night
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Best Sugarmill Woods, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

The Chassahowitzka Hotel - Sugarmill Woods, FL

The Chassahowitzka Hotel

Guest House, Sugarmill Woods

The Chassahowitzka Hotel is a guest house in Sugarmill Woods, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Chassahowitzka Hotel

The Chassahowitzka Hotel is a guest house in Sugarmill Woods, 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 breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $741.

From$87/night
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Lemon Drop a Tiny Home Near Springs & Gulf - Sugarmill Woods, FL

Lemon Drop a Tiny Home Near Springs & Gulf

Holiday Home, Sugarmill Woods

Lemon Drop a Tiny Home Near Springs & Gulf is a holiday home in Sugarmill Woods, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Lemon Drop a Tiny Home Near Springs & Gulf

Lemon Drop a Tiny Home Near Springs & Gulf is a holiday home in Sugarmill Woods, with easy beach 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $904.

From$101/night
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Waterfront River Cabin | At Seven Sisters Springs - Sugarmill Woods, FL

Waterfront River Cabin | At Seven Sisters Springs

Cabin, Sugarmill Woods

Waterfront River Cabin · At Seven Sisters Springs is a cabin in Sugarmill Woods, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Waterfront River Cabin | At Seven Sisters Springs

Waterfront River Cabin · At Seven Sisters Springs is a cabin in Sugarmill Woods, 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 $1,021.

From$108/night
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Captain room - Sugarmill Woods, FL

Captain room

B & B, Sugarmill Woods

Captain room is a b & b in Sugarmill Woods, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Captain room

Captain room is a b & b in Sugarmill Woods, 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, kitchen, with kitchen, parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $793.

From$84/night
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Best Pet-Friendly Vacation Rentals in Sugarmill Woods, FL

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

Cozy River Cabin | Escape to Seven Sisters Springs - Sugarmill Woods, FL

Cozy River Cabin | Escape to Seven Sisters Springs

Cabin, Sugarmill Woods

Cozy River Cabin · Escape to Seven Sisters Springs is a cabin in Sugarmill Woods, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy River Cabin | Escape to Seven Sisters Springs

Cozy River Cabin · Escape to Seven Sisters Springs is a cabin in Sugarmill Woods, 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 $934.

From$98/night
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1 Mi to Boat Ramp: Home Near Chassahowitzka River! - Sugarmill Woods, FL

1 Mi to Boat Ramp: Home Near Chassahowitzka River!

Holiday Home, Sugarmill Woods

1 Mi to Boat Ramp: Home Near Chassahowitzka River! is a holiday home in Sugarmill Woods, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About 1 Mi to Boat Ramp: Home Near Chassahowitzka River!

1 Mi to Boat Ramp: Home Near Chassahowitzka River! is a holiday home in Sugarmill Woods, 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 $1,264.

From$99/night
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The Blue Nile! Your Florida Vacation is Calling. Vacation, Leisure or Business - Sugarmill Woods, FL

The Blue Nile! Your Florida Vacation is Calling. Vacation, Leisure or Business

Holiday Home, Sugarmill Woods

The Blue Nile! Your Florida Vacation is Calling. Vacation, Leisure or Business is a holiday home in Sugarmill Woods, with parking. This stay gives travelers a comfortable base for exploring…

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About The Blue Nile! Your Florida Vacation is Calling. Vacation, Leisure or Business

The Blue Nile! Your Florida Vacation is Calling. Vacation, Leisure or Business is a holiday home in Sugarmill Woods, 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,154.

From$119/night
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THE BLUE NILE! Your Florida Fun is Calling. Vacation, Leisure or Business - Sugarmill Woods, FL

THE BLUE NILE! Your Florida Fun is Calling. Vacation, Leisure or Business

Holiday Home, Sugarmill Woods

THE BLUE NILE! Your Florida Fun is Calling. Vacation, Leisure or Business is a holiday home in Sugarmill Woods, with parking and kitchen access. This stay gives travelers a comfortable base…

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About THE BLUE NILE! Your Florida Fun is Calling. Vacation, Leisure or Business

THE BLUE NILE! Your Florida Fun is Calling. Vacation, Leisure or Business is a holiday home in Sugarmill Woods, 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 $1,256.

From$122/night
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Best Sugarmill Woods, FL vacation rentals with a kitchen

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

Meet Manatees! Home 3 Mi to Homosassa Wildlife SP - Sugarmill Woods, FL

Meet Manatees! Home 3 Mi to Homosassa Wildlife SP

Holiday Home, Sugarmill Woods

Meet Manatees! Home 3 Mi to Homosassa Wildlife SP is a holiday home in Sugarmill Woods, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Meet Manatees! Home 3 Mi to Homosassa Wildlife SP

Meet Manatees! Home 3 Mi to Homosassa Wildlife SP is a holiday home in Sugarmill Woods, 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 $1,124.

From$80/night
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Old Homosassa, Fl. Condo1 - Sugarmill Woods, FL

Old Homosassa, Fl. Condo1

Condo, Sugarmill Woods

Old Homosassa, Fl. Condo1 is a condo in Sugarmill Woods, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Old Homosassa, Fl. Condo1

Old Homosassa, Fl. Condo1 is a condo in Sugarmill Woods, 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, hot tub, free wifi, kitchen, and with kitchen.

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

From$92/night
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Keels Cottage Old Homosassa Main Street #3 - Sugarmill Woods, FL

Keels Cottage Old Homosassa Main Street #3

Apartment, Sugarmill Woods

Keels Cottage Old Homosassa Main Street #3 is a apartment in Sugarmill Woods, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Keels Cottage Old Homosassa Main Street #3

Keels Cottage Old Homosassa Main Street #3 is a apartment in Sugarmill Woods, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $951.

From$99/night
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Travel and discover central Florida Springs while staying in our modest home. - Sugarmill Woods, FL

Travel and discover central Florida Springs while staying in our modest home.

Holiday Home, Sugarmill Woods

Travel and discover central Florida Springs while staying in our modest home. is a holiday home in Sugarmill Woods, with kitchen access. This stay gives travelers a comfortable base for…

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About Travel and discover central Florida Springs while staying in our modest home.

Travel and discover central Florida Springs while staying in our modest home. is a holiday home in Sugarmill Woods, 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 $1,388.

From$140/night
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Our Favorite Family-Friendly Vacation Rentals in Sugarmill Woods, FL

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

Keels Cottage Old Homosassa Main Street #1 - Sugarmill Woods, FL

Keels Cottage Old Homosassa Main Street #1

Apartment, Sugarmill Woods

Keels Cottage Old Homosassa Main Street #1 is a apartment in Sugarmill Woods, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Keels Cottage Old Homosassa Main Street #1

Keels Cottage Old Homosassa Main Street #1 is a apartment in Sugarmill Woods, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $771.

From$79/night
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Secluded Retreat – Walk to Boat Launch! - Sugarmill Woods, FL

Secluded Retreat – Walk to Boat Launch!

Cottage, Sugarmill Woods

Secluded Retreat – Walk to Boat Launch! is a cottage in Sugarmill Woods, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Secluded Retreat – Walk to Boat Launch!

Secluded Retreat – Walk to Boat Launch! is a cottage in Sugarmill Woods, with parking, 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 parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $964.

From$84/night
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Welcome to the Sugar Shack in our unique fishing village of Homosassa. - Sugarmill Woods, FL

Welcome to the Sugar Shack in our unique fishing village of Homosassa.

Cottage, Sugarmill Woods

Welcome to the Sugar Shack in our unique fishing village of Homosassa. is a cottage in Sugarmill Woods, with pet-friendly space. This stay gives travelers a comfortable base for exploring…

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About Welcome to the Sugar Shack in our unique fishing village of Homosassa.

Welcome to the Sugar Shack in our unique fishing village of Homosassa. is a cottage in Sugarmill Woods, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $909.

From$93/night
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Handicap Accessible Private Spacious Beautiful Family Home 5 Acres Pet Friendly - Sugarmill Woods, FL

Handicap Accessible Private Spacious Beautiful Family Home 5 Acres Pet Friendly

Holiday Home, Sugarmill Woods

Handicap Accessible Private Spacious Beautiful Family Home 5 Acres Pet Friendly is a holiday home in Sugarmill Woods, with pet-friendly space and room for a group. This stay gives travelers…

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About Handicap Accessible Private Spacious Beautiful Family Home 5 Acres Pet Friendly

Handicap Accessible Private Spacious Beautiful Family Home 5 Acres Pet Friendly is a holiday home in Sugarmill Woods, with pet-friendly space 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,160.

From$119/night
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