Vacation rentals in Surfside, FL

270 available vacation rental offers

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Best vacation rentals and Airbnb offers in Surfside, FL

Great Views - Pet Friendly- Great Rates for Spring and Summer Dates - Book Now! - Surfside, FL
10 ★ 173 reviews

Great Views - Pet Friendly- Great Rates for Spring and Summer Dates - Book Now!

Holiday Home, Surfside

Great Views - Pet Friendly- Great Rates for Spring and Summer Dates - Book Now! is a holiday home in Surfside, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Great Views - Pet Friendly- Great Rates for Spring and Summer Dates - Book Now!

Great Views - Pet Friendly- Great Rates for Spring and Summer Dates - Book Now! is a holiday home in Surfside, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,513.

From$216/night
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Shuckers & Beaches! In Beautiful Mexico Beach, FL - Surfside, FL
10 ★ 53 reviews

Shuckers & Beaches! In Beautiful Mexico Beach, FL

Holiday Home, Surfside

Shuckers & Beaches! In Beautiful Mexico Beach, FL is a holiday home in Surfside, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Shuckers & Beaches! In Beautiful Mexico Beach, FL

Shuckers & Beaches! In Beautiful Mexico Beach, FL is a holiday home in Surfside, with pet-friendly space, easy beach 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,332.

From$190/night
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Coastal Charmer| 300ft to Sand| Summer Steals - Surfside, FL
10 ★ 37 reviews

Coastal Charmer| 300ft to Sand| Summer Steals

Holiday Home, Surfside

Coastal Charmer · 300ft to Sand · Summer Steals is a holiday home in Surfside, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Coastal Charmer| 300ft to Sand| Summer Steals

Coastal Charmer · 300ft to Sand · Summer Steals is a holiday home in Surfside, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,497.

From$214/night
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Set Sail 3 - Surfside, FL
10 ★ 35 reviews

Set Sail 3

Holiday Home, Surfside

Set Sail 3 is a holiday home in Surfside, 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 Set Sail 3

Set Sail 3 is a holiday home in Surfside, 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, kids friendly, and kids friendly videos or books.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,334.

From$191/night
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Waterfront vacation rentals in Surfside, FL

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

Gorgeous condo with gulf views, pool & hot tub in Mexico Beach. Sleeps 6. - Surfside, FL
10 ★ 48 reviews

Gorgeous condo with gulf views, pool & hot tub in Mexico Beach. Sleeps 6.

Condo, Surfside

Gorgeous condo with gulf views, pool & hot tub in Mexico Beach. Sleeps 6. is a condo in Surfside, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Gorgeous condo with gulf views, pool & hot tub in Mexico Beach. Sleeps 6.

Gorgeous condo with gulf views, pool & hot tub in Mexico Beach. Sleeps 6. is a condo in Surfside, with pool access, easy beach 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, hot tub, kitchen, with kitchen, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,743.

From$249/night
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Stylish ocean-area home with generous space and short walk to the beach - Surfside, FL
10 ★ 3 reviews

Stylish ocean-area home with generous space and short walk to the beach

Condo, Surfside

Stylish ocean-area home with generous space and short walk to the beach is a condo in Surfside, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Stylish ocean-area home with generous space and short walk to the beach

Stylish ocean-area home with generous space and short walk to the beach is a condo in Surfside, with pet-friendly space, easy beach 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,310.

From$187/night
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YOUR WATERFRONT GETAWAY ON THE GULF - Surfside, FL
9.8 ★ 68 reviews

YOUR WATERFRONT GETAWAY ON THE GULF

Condo, Surfside

YOUR WATERFRONT GETAWAY ON THE GULF is a condo in Surfside, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About YOUR WATERFRONT GETAWAY ON THE GULF

YOUR WATERFRONT GETAWAY ON THE GULF is a condo in Surfside, with pool access and easy beach 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, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,824.

From$261/night
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Dazzling condo near the ocean with private W/D, jetted tub, shared pool, & grill - Surfside, FL
9.8 ★ 12 reviews

Dazzling condo near the ocean with private W/D, jetted tub, shared pool, & grill

Condo, Surfside

Dazzling condo near the ocean with private W/D, jetted tub, shared pool, & grill is a condo in Surfside, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Dazzling condo near the ocean with private W/D, jetted tub, shared pool, & grill

Dazzling condo near the ocean with private W/D, jetted tub, shared pool, & grill is a condo in Surfside, with pool access, easy beach 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, hot tub, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,616.

From$231/night
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Family-friendly vacation rentals in Surfside, FL

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

Beach Time Cottage - Surfside, FL
10 ★ 64 reviews

Beach Time Cottage

Cottage, Surfside

Beach Time Cottage is a cottage in Surfside, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Beach Time Cottage

Beach Time Cottage is a cottage in Surfside, with pet-friendly space, pool access, and easy beach 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,774.

From$253/night
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Cozy Beach Cottage! Dog Friendly! - Surfside, FL
10 ★ 24 reviews

Cozy Beach Cottage! Dog Friendly!

Holiday Home, Surfside

Cozy Beach Cottage! Dog Friendly! is a holiday home in Surfside, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cozy Beach Cottage! Dog Friendly!

Cozy Beach Cottage! Dog Friendly! is a holiday home in Surfside, with pet-friendly space, easy beach 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,595.

From$228/night
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Pet friendly yellow cottage w/pool access! - Surfside, FL
9.8 ★ 17 reviews

Pet friendly yellow cottage w/pool access!

Holiday Home, Surfside

Pet friendly yellow cottage w/pool access! is a holiday home in Surfside, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Pet friendly yellow cottage w/pool access!

Pet friendly yellow cottage w/pool access! is a holiday home in Surfside, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,767.

From$252/night
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Coastal Pearl 3 Bedroom condo Beachside - Surfside, FL
9.8 ★ 8 reviews

Coastal Pearl 3 Bedroom condo Beachside

Holiday Home, Surfside

Coastal Pearl 3 Bedroom condo Beachside is a holiday home in Surfside, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Coastal Pearl 3 Bedroom condo Beachside

Coastal Pearl 3 Bedroom condo Beachside is a holiday home in Surfside, 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: kitchen, with kitchen, kids friendly, kids friendly videos or books, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,799.

From$257/night
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Pet-friendly vacation rentals in Surfside, FL

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

Ooh La La! Momma will love this Beautiful, Serene 2 bedroom/2 bath - Surfside, FL
10 ★ 111 reviews

Ooh La La! Momma will love this Beautiful, Serene 2 bedroom/2 bath

Condo, Surfside

Ooh La La! Momma will love this Beautiful, Serene 2 bedroom/2 bath is a condo in Surfside, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable…

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About Ooh La La! Momma will love this Beautiful, Serene 2 bedroom/2 bath

Ooh La La! Momma will love this Beautiful, Serene 2 bedroom/2 bath is a condo in Surfside, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,749.

From$250/night
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CATCH ME BY THE SEA, SINGLE LEVEL, GREAT LOCATION, CLOSE TO BEACH! - Surfside, FL
9.8 ★ 46 reviews

CATCH ME BY THE SEA, SINGLE LEVEL, GREAT LOCATION, CLOSE TO BEACH!

Holiday Home, Surfside

CATCH ME BY THE SEA, SINGLE LEVEL, GREAT LOCATION, CLOSE TO BEACH! is a holiday home in Surfside, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About CATCH ME BY THE SEA, SINGLE LEVEL, GREAT LOCATION, CLOSE TO BEACH!

CATCH ME BY THE SEA, SINGLE LEVEL, GREAT LOCATION, CLOSE TO BEACH! is a holiday home in Surfside, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,578.

From$225/night
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JUST A BREEZE AWAY IS A 3BD SINGLE LEVEL! STEPS FROM BEACH, RESTAURANTS! - Surfside, FL
9.8 ★ 26 reviews

JUST A BREEZE AWAY IS A 3BD SINGLE LEVEL! STEPS FROM BEACH, RESTAURANTS!

Holiday Home, Surfside

JUST A BREEZE AWAY IS A 3BD SINGLE LEVEL! STEPS FROM BEACH, RESTAURANTS! is a holiday home in Surfside, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About JUST A BREEZE AWAY IS A 3BD SINGLE LEVEL! STEPS FROM BEACH, RESTAURANTS!

JUST A BREEZE AWAY IS A 3BD SINGLE LEVEL! STEPS FROM BEACH, RESTAURANTS! is a holiday home in Surfside, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,578.

From$225/night
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Gulf View, Ground Floor TH on West End of Mexico Beach ~ Set Sail at 5 - Surfside, FL
9.6 ★ 11 reviews

Gulf View, Ground Floor TH on West End of Mexico Beach ~ Set Sail at 5

Holiday Home, Surfside

Gulf View, Ground Floor TH on West End of Mexico Beach ~ Set Sail at 5 is a holiday home in Surfside, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Gulf View, Ground Floor TH on West End of Mexico Beach ~ Set Sail at 5

Gulf View, Ground Floor TH on West End of Mexico Beach ~ Set Sail at 5 is a holiday home in Surfside, with pet-friendly space, easy beach 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,568.

From$224/night
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Vacation rentals with a pool in Surfside, FL

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

Golf Cart, Pool, Deck, Grill, & Beach Gear - Surfside, FL
10 ★ 78 reviews

Golf Cart, Pool, Deck, Grill, & Beach Gear

Holiday Home, Surfside

Golf Cart, Pool, Deck, Grill, & Beach Gear is a holiday home in Surfside, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring…

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About Golf Cart, Pool, Deck, Grill, & Beach Gear

Golf Cart, Pool, Deck, Grill, & Beach Gear is a holiday home in Surfside, with pool access, easy beach 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, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,773.

From$253/night
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PINK FLAMINGO, 3BD/2BA W/FENCED IN BACKYARD IN QUIET NEIGHBORHOOD! COMMUNITY POOL! - Surfside, FL
10 ★ 34 reviews

PINK FLAMINGO, 3BD/2BA W/FENCED IN BACKYARD IN QUIET NEIGHBORHOOD! COMMUNITY POOL!

Holiday Home, Surfside

PINK FLAMINGO, 3BD/2BA W/FENCED IN BACKYARD IN QUIET NEIGHBORHOOD! COMMUNITY POOL! is a holiday home in Surfside, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About PINK FLAMINGO, 3BD/2BA W/FENCED IN BACKYARD IN QUIET NEIGHBORHOOD! COMMUNITY POOL!

PINK FLAMINGO, 3BD/2BA W/FENCED IN BACKYARD IN QUIET NEIGHBORHOOD! COMMUNITY POOL! is a holiday home in Surfside, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,578.

From$225/night
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Pool Resort Condo • Walk to Beach • Sleeps 6 - Surfside, FL
10 ★ 23 reviews

Pool Resort Condo • Walk to Beach • Sleeps 6

Condo, Surfside

Pool Resort Condo · Walk to Beach · Sleeps 6 is a condo in Surfside, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pool Resort Condo • Walk to Beach • Sleeps 6

Pool Resort Condo · Walk to Beach · Sleeps 6 is a condo in Surfside, with pool access, easy beach 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, hot tub, kitchen, with kitchen, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,649.

From$236/night
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PEACEFUL EASY FEEELING OFFERS GULF VIEWS & STEPS FROM BEACH! COMMUNITY POOL! - Surfside, FL
9.6 ★ 42 reviews

PEACEFUL EASY FEEELING OFFERS GULF VIEWS & STEPS FROM BEACH! COMMUNITY POOL!

Holiday Home, Surfside

PEACEFUL EASY FEEELING OFFERS GULF VIEWS & STEPS FROM BEACH! COMMUNITY POOL! is a holiday home in Surfside, with pool access, easy beach access, and parking. This stay gives travelers a…

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About PEACEFUL EASY FEEELING OFFERS GULF VIEWS & STEPS FROM BEACH! COMMUNITY POOL!

PEACEFUL EASY FEEELING OFFERS GULF VIEWS & STEPS FROM BEACH! COMMUNITY POOL! is a holiday home in Surfside, with pool access, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,615.

From$231/night
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Vacation rentals with parking in Surfside, FL

Find vacation rentals that make arriving by car easier.

SANDY BEACH HOUSE IS 600 STEPS TO BEACH! SINGLE LEVEL HOME IN GREAT LOCATION! - Surfside, FL
10 ★ 85 reviews

SANDY BEACH HOUSE IS 600 STEPS TO BEACH! SINGLE LEVEL HOME IN GREAT LOCATION!

Holiday Home, Surfside

SANDY BEACH HOUSE IS 600 STEPS TO BEACH! SINGLE LEVEL HOME IN GREAT LOCATION! is a holiday home in Surfside, with pet-friendly space, easy beach access, and parking. This stay gives…

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About SANDY BEACH HOUSE IS 600 STEPS TO BEACH! SINGLE LEVEL HOME IN GREAT LOCATION!

SANDY BEACH HOUSE IS 600 STEPS TO BEACH! SINGLE LEVEL HOME IN GREAT LOCATION! is a holiday home in Surfside, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,971.

From$282/night
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Serene home with grill, patio, deck, & kitchen - snowbird friendly - Surfside, FL
10 ★ 12 reviews

Serene home with grill, patio, deck, & kitchen - snowbird friendly

Holiday Home, Surfside

Serene home with grill, patio, deck, & kitchen - snowbird friendly is a holiday home in Surfside, with pet-friendly space, outdoor space, and parking. This stay gives travelers a…

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About Serene home with grill, patio, deck, & kitchen - snowbird friendly

Serene home with grill, patio, deck, & kitchen - snowbird friendly is a holiday home in Surfside, with pet-friendly space, outdoor 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, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,592.

From$227/night
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Club at Mexico Beach 2D - Surfside, FL
10 ★ 1 reviews

Club at Mexico Beach 2D

Condo, Surfside

Club at Mexico Beach 2D is a condo in Surfside, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Club at Mexico Beach 2D

Club at Mexico Beach 2D is a condo in Surfside, with pool access, 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, pool, parking, free parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,789.

From$170/night
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Saltlife - Beachside Townhome - Pool - Just Steps from Beach - Surfside, FL
8 ★ 1 reviews

Saltlife - Beachside Townhome - Pool - Just Steps from Beach

Holiday Home, Surfside

Saltlife - Beachside Townhome - Pool - Just Steps from Beach is a holiday home in Surfside, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Saltlife - Beachside Townhome - Pool - Just Steps from Beach

Saltlife - Beachside Townhome - Pool - Just Steps from Beach is a holiday home in Surfside, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,267.

From$181/night
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