Vacation rentals in Wildwood, FL

Best vacation rentals and Airbnb offers in Wildwood, FL

PERFECT LOCATION-VILLA W USE OF GOLF CART CLOSE TO SUMTER LANDING. ACTIVE HOSTS!

Holiday Home, Wildwood

PERFECT LOCATION-VILLA W USE OF GOLF CART CLOSE TO SUMTER LANDING. ACTIVE HOSTS! is a holiday home in Wildwood, with pool access and kitchen access. This stay gives travelers a comfortable…

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About PERFECT LOCATION-VILLA W USE OF GOLF CART CLOSE TO SUMTER LANDING. ACTIVE HOSTS!

PERFECT LOCATION-VILLA W USE OF GOLF CART CLOSE TO SUMTER LANDING. ACTIVE HOSTS! is a holiday home in Wildwood, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $786.

From$112/night

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Perfect Location Between Brownwood & Lake Sumter

Villa, Wildwood

Perfect Location Between Brownwood & Lake Sumter is a villa in Wildwood, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Perfect Location Between Brownwood & Lake Sumter

Perfect Location Between Brownwood & Lake Sumter is a villa in Wildwood, 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 $828.

From$118/night

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2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly.

Holiday Home, Wildwood

2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly. is a holiday home in Wildwood, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About 2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly.

2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly. is a holiday home in Wildwood, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $862.

From$123/night

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Villages Paradise Villa

Villa, Wildwood

Villages Paradise Villa is a villa in Wildwood, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Villages Paradise Villa

Villages Paradise Villa is a villa in Wildwood, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $878.

From$125/night

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Vacation rentals with a pool in Wildwood, FL

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

Piper's! On The Golf Course, Across From The Pool!

Holiday Home, Wildwood

Piper's! On The Golf Course, Across From The Pool! is a holiday home in Wildwood, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Piper's! On The Golf Course, Across From The Pool!

Piper's! On The Golf Course, Across From The Pool! is a holiday home in Wildwood, 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $865.

From$124/night

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Beautiful Brand New 2/2 Villa w/ GOLF CART & FREE WiFi!

Holiday Home, Wildwood

Beautiful Brand New 2/2 Villa w/ GOLF CART & FREE WiFi! is a holiday home in Wildwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beautiful Brand New 2/2 Villa w/ GOLF CART & FREE WiFi!

Beautiful Brand New 2/2 Villa w/ GOLF CART & FREE WiFi! is a holiday home in Wildwood, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $943.

From$135/night

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Private Lanai & Pool Access: Home in the Villages!

Holiday Home, Wildwood

Private Lanai & Pool Access: Home in the Villages! is a holiday home in Wildwood, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Private Lanai & Pool Access: Home in the Villages!

Private Lanai & Pool Access: Home in the Villages! is a holiday home in Wildwood, 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, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,473.

From$136/night

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Charming Rental in the Village of Pinellas: Your Florida Oasis Awaits

Holiday Home, Wildwood

Charming Rental in the Village of Pinellas: Your Florida Oasis Awaits is a holiday home in Wildwood, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Charming Rental in the Village of Pinellas: Your Florida Oasis Awaits

Charming Rental in the Village of Pinellas: Your Florida Oasis Awaits is a holiday home in Wildwood, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $972.

From$139/night

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Vacation rentals with parking in Wildwood, FL

Find vacation rentals that make arriving by car easier.

Near Golf & Dining: Wildwood Vacation Rental!

Holiday Home, Wildwood

Near Golf & Dining: Wildwood Vacation Rental! is a holiday home in Wildwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Near Golf & Dining: Wildwood Vacation Rental!

Near Golf & Dining: Wildwood Vacation Rental! is a holiday home in Wildwood, 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 paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,500.

From$148/night

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Walk to Brownwood! Spacious 3BR | Golfcart + BBQ

Holiday Home, Wildwood

Walk to Brownwood! Spacious 3BR · Golfcart + BBQ is a holiday home in Wildwood, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Walk to Brownwood! Spacious 3BR | Golfcart + BBQ

Walk to Brownwood! Spacious 3BR · Golfcart + BBQ is a holiday home in Wildwood, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,071.

From$153/night

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Sunnyside Escape in The Villages | Golfcart | BBQ

Holiday Home, Wildwood

Sunnyside Escape in The Villages · Golfcart · BBQ is a holiday home in Wildwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Sunnyside Escape in The Villages | Golfcart | BBQ

Sunnyside Escape in The Villages · Golfcart · BBQ is a holiday home in Wildwood, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,078.

From$154/night

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Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square

Holiday Home, Wildwood

Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square is a holiday home in Wildwood, with outdoor space, parking, and kitchen access. This stay gives travelers a…

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About Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square

Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square is a holiday home in Wildwood, with outdoor 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,092.

From$156/night

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Pet-friendly vacation rentals in Wildwood, FL

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

Gorgeous 3 Bdrm, 2 Bath home in the heart of The Villages, Florida!!

Holiday Home, Wildwood

Gorgeous 3 Bdrm, 2 Bath home in the heart of The Villages, Florida!! is a holiday home in Wildwood, with pet-friendly space. This stay gives travelers a comfortable base for exploring the…

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About Gorgeous 3 Bdrm, 2 Bath home in the heart of The Villages, Florida!!

Gorgeous 3 Bdrm, 2 Bath home in the heart of The Villages, Florida!! is a holiday home in Wildwood, 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: pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $910.

From$130/night

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Paradise Village home in perfect golfing and recreation center location.

Holiday Home, Wildwood

Paradise Village home in perfect golfing and recreation center location. is a holiday home in Wildwood, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Paradise Village home in perfect golfing and recreation center location.

Paradise Village home in perfect golfing and recreation center location. is a holiday home in Wildwood, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,013.

From$145/night

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Charming 2BR/2BA Home in The Villages- Golf Cart Included

Holiday Home, Wildwood

Charming 2BR/2BA Home in The Villages- Golf Cart Included is a holiday home in Wildwood, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable…

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About Charming 2BR/2BA Home in The Villages- Golf Cart Included

Charming 2BR/2BA Home in The Villages- Golf Cart Included is a holiday home in Wildwood, with pet-friendly space, 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,021.

From$146/night

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Torch Point Urban Oasis (Atwood)

Holiday Home, Wildwood

Torch Point Urban Oasis (Atwood) is a holiday home in Wildwood, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Torch Point Urban Oasis (Atwood)

Torch Point Urban Oasis (Atwood) is a holiday home in Wildwood, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,078.

From$154/night

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Vacation rentals with a kitchen in Wildwood, FL

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

Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,

Holiday Home, Wildwood

Location is perfect, Close to Sumter Landing, shopping and Golf Cart included, is a holiday home in Wildwood, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,

Location is perfect, Close to Sumter Landing, shopping and Golf Cart included, is a holiday home in Wildwood, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $754.

From$108/night

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Beautiful Rental near Lake Sumter Town Center, The Villages, FL

Holiday Home, Wildwood

Beautiful Rental near Lake Sumter Town Center, The Villages, FL is a holiday home in Wildwood, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Beautiful Rental near Lake Sumter Town Center, The Villages, FL

Beautiful Rental near Lake Sumter Town Center, The Villages, FL is a holiday home in Wildwood, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $914.

From$131/night

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Bright, Open Retreat w/Stylish Flair & Easy Access to The Heart of The Action

Holiday Home, Wildwood

Bright, Open Retreat w/Stylish Flair & Easy Access to The Heart of The Action is a holiday home in Wildwood, with pool access, kitchen access, and a quieter setting. This stay gives…

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About Bright, Open Retreat w/Stylish Flair & Easy Access to The Heart of The Action

Bright, Open Retreat w/Stylish Flair & Easy Access to The Heart of The Action is a holiday home in Wildwood, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $930.

From$133/night

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Lovely 3/2 Designer HOME The Villages. Golf Cart. Shopping, Golf Courses, Pools

Holiday Home, Wildwood

Lovely 3/2 Designer HOME The Villages. Golf Cart. Shopping, Golf Courses, Pools is a holiday home in Wildwood, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Lovely 3/2 Designer HOME The Villages. Golf Cart. Shopping, Golf Courses, Pools

Lovely 3/2 Designer HOME The Villages. Golf Cart. Shopping, Golf Courses, Pools is a holiday home in Wildwood, 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 $1,006.

From$144/night

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Family-friendly vacation rentals in Wildwood, FL

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

Pet-friendly Home w/ Patio in The Villages

Cottage, Wildwood

Pet-friendly Home w/ Patio in The Villages is a cottage in Wildwood, with pet-friendly space, pool access, and outdoor space. This stay gives travelers a comfortable base for exploring the…

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About Pet-friendly Home w/ Patio in The Villages

Pet-friendly Home w/ Patio in The Villages is a cottage in Wildwood, 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 $1,173.

From$126/night

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Resort Access: Pet-friendly Home in The Villages!

Cottage, Wildwood

Resort Access: Pet-friendly Home in The Villages! is a cottage in Wildwood, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Resort Access: Pet-friendly Home in The Villages!

Resort Access: Pet-friendly Home in The Villages! is a cottage in Wildwood, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,223.

From$138/night

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Walk to Community Perks: Home in The Villages

Cottage, Wildwood

Walk to Community Perks: Home in The Villages is a cottage in Wildwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Walk to Community Perks: Home in The Villages

Walk to Community Perks: Home in The Villages is a cottage in Wildwood, 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 $1,316.

From$148/night

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Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Cottage, Wildwood

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter! is a cottage in Wildwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter! is a cottage in Wildwood, 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 $1,325.

From$148/night

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