Vacation rentals in San Mateo, FL

Best vacation rentals and Airbnb offers in San Mateo, FL

10 ★ 2 reviews

Renovated Crescent Lake Escape w/ Waterfront Deck!

Cottage, San Mateo

Renovated Crescent Lake Escape w/ Waterfront Deck! is a cottage in San Mateo, with easy beach access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Renovated Crescent Lake Escape w/ Waterfront Deck!

Renovated Crescent Lake Escape w/ Waterfront Deck! is a cottage in San Mateo, with easy beach access, 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, kitchen, with kitchen, and washer.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,563.

From$181/night

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10 ★ 2 reviews

Little Lake George Hideaway w/ Furnished Boathouse

Cottage, San Mateo

Little Lake George Hideaway w/ Furnished Boathouse is a cottage in San Mateo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Little Lake George Hideaway w/ Furnished Boathouse

Little Lake George Hideaway w/ Furnished Boathouse is a cottage in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,325.

From$273/night

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10 ★ 1 reviews

River Bend B212

Condo, San Mateo

River Bend B212 is a condo in San Mateo, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About River Bend B212

River Bend B212 is a condo in San Mateo, with 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: pool, free wifi, parking, free parking, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,194.

From$221/night

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8 ★ 3 reviews

Satsuma Home w/ Fire Pit + Dunns Creek Access!

Cottage, San Mateo

Satsuma Home w/ Fire Pit + Dunns Creek Access! is a cottage in San Mateo, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Satsuma Home w/ Fire Pit + Dunns Creek Access!

Satsuma Home w/ Fire Pit + Dunns Creek Access! is a cottage in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $941.

From$108/night

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Family-friendly vacation rentals in San Mateo, FL

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

1 Block to Crescent Lake: Charming Home w/ Porch!

Cottage, San Mateo

1 Block to Crescent Lake: Charming Home w/ Porch! is a cottage in San Mateo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1 Block to Crescent Lake: Charming Home w/ Porch!

1 Block to Crescent Lake: Charming Home w/ Porch! is a cottage in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,136.

From$120/night

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Crescent City Home w/ Charcoal Grill: Near 3 Lakes

Cottage, San Mateo

Crescent City Home w/ Charcoal Grill: Near 3 Lakes is a cottage in San Mateo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Crescent City Home w/ Charcoal Grill: Near 3 Lakes

Crescent City Home w/ Charcoal Grill: Near 3 Lakes is a cottage in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,229.

From$132/night

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Oleander Cottage- in the Heart of Flagler Beach and steps to the Beach!

Apartment, San Mateo

Oleander Cottage- in the Heart of Flagler Beach and steps to the Beach! is a apartment in San Mateo, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About Oleander Cottage- in the Heart of Flagler Beach and steps to the Beach!

Oleander Cottage- in the Heart of Flagler Beach and steps to the Beach! is a apartment in San Mateo, 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 parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,445.

From$170/night

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2 Living Rooms: Crescent City Home

Cottage, San Mateo

2 Living Rooms: Crescent City Home is a cottage in San Mateo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About 2 Living Rooms: Crescent City Home

2 Living Rooms: Crescent City Home is a cottage in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,784.

From$199/night

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Pet-friendly vacation rentals in San Mateo, FL

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

4 ★ 1 reviews

Historic Crescent City Studio - Lakefront w/ Dock!

Apartment, San Mateo

Historic Crescent City Studio - Lakefront w/ Dock! is a apartment in San Mateo, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Historic Crescent City Studio - Lakefront w/ Dock!

Historic Crescent City Studio - Lakefront w/ Dock! is a apartment in San Mateo, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,058.

From$117/night

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Peaceful Pomona Park Home: 1 Mi to Lake Broward!

Holiday Home, San Mateo

Peaceful Pomona Park Home: 1 Mi to Lake Broward! is a holiday home in San Mateo, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Peaceful Pomona Park Home: 1 Mi to Lake Broward!

Peaceful Pomona Park Home: 1 Mi to Lake Broward! is a holiday home in San Mateo, 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 wifi, pet friendly, pets friendly, and gym.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,019.

From$211/night

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East Palatka Home on St Johns River w/ Boat Dock!

Holiday Home, San Mateo

East Palatka Home on St Johns River w/ Boat Dock! is a holiday home in San Mateo, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About East Palatka Home on St Johns River w/ Boat Dock!

East Palatka Home on St Johns River w/ Boat Dock! is a holiday home in San Mateo, 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, pet friendly, pets friendly, and parking.

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

From$235/night

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Peaceful Pomona Park Home: 1 Mi to Lake Broward!

Cottage, San Mateo

Peaceful Pomona Park Home: 1 Mi to Lake Broward! is a cottage in San Mateo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Peaceful Pomona Park Home: 1 Mi to Lake Broward!

Peaceful Pomona Park Home: 1 Mi to Lake Broward! is a cottage in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,096.

From$247/night

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Vacation rentals with a pool in San Mateo, FL

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

River-view Condo w/ Boat Slip in Welaka!

Apartment, San Mateo

River-view Condo w/ Boat Slip in Welaka! is a apartment in San Mateo, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About River-view Condo w/ Boat Slip in Welaka!

River-view Condo w/ Boat Slip in Welaka! is a apartment in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,195.

From$132/night

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St Johns River Retreat in Welaka w/ Dock Access

Apartment, San Mateo

St Johns River Retreat in Welaka w/ Dock Access is a apartment in San Mateo, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About St Johns River Retreat in Welaka w/ Dock Access

St Johns River Retreat in Welaka w/ Dock Access is a apartment in San Mateo, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,323.

From$144/night

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Riverfront Weleka Condo w/ Dock & Pool Access

Apartment, San Mateo

Riverfront Weleka Condo w/ Dock & Pool Access is a apartment in San Mateo, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Riverfront Weleka Condo w/ Dock & Pool Access

Riverfront Weleka Condo w/ Dock & Pool Access is a apartment in San Mateo, 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, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,369.

From$150/night

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Quaint Welaka Getaway: Steps to St Johns River!

Apartment, San Mateo

Quaint Welaka Getaway: Steps to St Johns River! is a apartment in San Mateo, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Quaint Welaka Getaway: Steps to St Johns River!

Quaint Welaka Getaway: Steps to St Johns River! is a apartment in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,637.

From$181/night

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Vacation rentals with parking in San Mateo, FL

Find vacation rentals that make arriving by car easier.

2 Living Rooms: Crescent City Home

Holiday Home, San Mateo

2 Living Rooms: Crescent City Home is a holiday home in San Mateo, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About 2 Living Rooms: Crescent City Home

2 Living Rooms: Crescent City Home is a holiday home in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,721.

From$165/night

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Lake Broward Cabin w/ Private Boat Launch & Dock!

Holiday Home, San Mateo

Lake Broward Cabin w/ Private Boat Launch & Dock! is a holiday home in San Mateo, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lake Broward Cabin w/ Private Boat Launch & Dock!

Lake Broward Cabin w/ Private Boat Launch & Dock! is a holiday home in San Mateo, 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 wifi, parking, paid parking, and heating.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,927.

From$295/night

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Lake Broward Cabin w/ Private Boat Launch & Dock!

Cottage, San Mateo

Lake Broward Cabin w/ Private Boat Launch & Dock! is a cottage in San Mateo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Lake Broward Cabin w/ Private Boat Launch & Dock!

Lake Broward Cabin w/ Private Boat Launch & Dock! is a cottage in San Mateo, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,036.

From$334/night

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