Vacation rentals in Watersound, FL

Best Vacation rentals and Airbnb offers in Watersound, FL

Turtle Crossing | Steps to Lagoon Pool | Walk to Beach

Holiday Home, Watersound

Turtle Crossing · Steps to Lagoon Pool · Walk to Beach is a holiday home in Watersound, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Turtle Crossing | Steps to Lagoon Pool | Walk to Beach

Turtle Crossing · Steps to Lagoon Pool · Walk to Beach is a holiday home in Watersound, 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: hot tub, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,133.

From$149/night

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Peacock Cottage | Inlet Beach 30A | Outdoor Pool, 2 Bikes | My Beach Getaways

Cottage, Watersound

Peacock Cottage · Inlet Beach 30A · Outdoor Pool, 2 Bikes · My Beach Getaways is a cottage in Watersound, with pool access and easy beach access. This stay gives travelers a comfortable…

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About Peacock Cottage | Inlet Beach 30A | Outdoor Pool, 2 Bikes | My Beach Getaways

Peacock Cottage · Inlet Beach 30A · Outdoor Pool, 2 Bikes · My Beach Getaways is a cottage in Watersound, 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, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,021.

From$160/night

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🐟30A-Beach Access-2 Pools-Tennis-Beachside Villas 621🐟

Condo, Watersound

🐟30A-Beach Access-2 Pools-Tennis-Beachside Villas 621🐟 is a condo in Watersound, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 🐟30A-Beach Access-2 Pools-Tennis-Beachside Villas 621🐟

🐟30A-Beach Access-2 Pools-Tennis-Beachside Villas 621🐟 is a condo in Watersound, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,876.

From$165/night

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Beach house Seacrest Florida pet friendly B

Cottage, Watersound

Beach house Seacrest Florida pet friendly B is a cottage in Watersound, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Beach house Seacrest Florida pet friendly B

Beach house Seacrest Florida pet friendly B is a cottage in Watersound, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,184.

From$179/night

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Browse Vacation Rentals with a Pool in Watersound, FL

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

🐟Near Beach-Lake-Pool-Bikes-30A-Grand Pointe Sea Shell

Holiday Home, Watersound

🐟Near Beach-Lake-Pool-Bikes-30A-Grand Pointe Sea Shell is a holiday home in Watersound, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About 🐟Near Beach-Lake-Pool-Bikes-30A-Grand Pointe Sea Shell

🐟Near Beach-Lake-Pool-Bikes-30A-Grand Pointe Sea Shell is a holiday home in Watersound, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,960.

From$170/night

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Beachside Villas 621

Condo, Watersound

Beachside Villas 621 is a condo in Watersound, 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 Beachside Villas 621

Beachside Villas 621 is a condo in Watersound, 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 non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,928.

From$192/night

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Newly Renovated Inlet Beach Retreat | Community Pool

Holiday Home, Watersound

Newly Renovated Inlet Beach Retreat · Community Pool is a holiday home in Watersound, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Newly Renovated Inlet Beach Retreat | Community Pool

Newly Renovated Inlet Beach Retreat · Community Pool is a holiday home in Watersound, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,354.

From$206/night

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Willow Mist Retreat - 30A Luxury Beach Stay

Holiday Home, Watersound

Willow Mist Retreat - 30A Luxury Beach Stay is a holiday home in Watersound, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Willow Mist Retreat - 30A Luxury Beach Stay

Willow Mist Retreat - 30A Luxury Beach Stay is a holiday home in Watersound, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,006.

From$224/night

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Best Watersound, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Grande Pointe Sea Shell

Holiday Home, Watersound

Grande Pointe Sea Shell is a holiday home in Watersound, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Grande Pointe Sea Shell

Grande Pointe Sea Shell is a holiday home in Watersound, 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: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,178.

From$199/night

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Grande Pointe Sea Shell

Holiday Home, Watersound

Grande Pointe Sea Shell is a holiday home in Watersound, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Grande Pointe Sea Shell

Grande Pointe Sea Shell is a holiday home in Watersound, 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 $2,178.

From$199/night

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R3 Orange at Inlet Beach - New Pool, EV/RV Charger

Holiday Home, Watersound

R3 Orange at Inlet Beach - New Pool, EV/RV Charger is a holiday home in Watersound, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About R3 Orange at Inlet Beach - New Pool, EV/RV Charger

R3 Orange at Inlet Beach - New Pool, EV/RV Charger is a holiday home in Watersound, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,099.

From$210/night

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Beach Treasure - Seacrest Beach -Best Value On 30A

Holiday Home, Watersound

Beach Treasure - Seacrest Beach -Best Value On 30A is a holiday home in Watersound, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Beach Treasure - Seacrest Beach -Best Value On 30A

Beach Treasure - Seacrest Beach -Best Value On 30A is a holiday home in Watersound, 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 $2,833.

From$300/night

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Best Pet-Friendly Vacation Rentals in Watersound, FL

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

\"Pinewood\" | Inlet Beach | Dog Friendly | Grill and Firepit

Holiday Home, Watersound

\"Pinewood\" · Inlet Beach · Dog Friendly · Grill and Firepit is a holiday home in Watersound, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About \"Pinewood\" | Inlet Beach | Dog Friendly | Grill and Firepit

\"Pinewood\" · Inlet Beach · Dog Friendly · Grill and Firepit is a holiday home in Watersound, 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 $2,133.

From$207/night

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No Bad Day on 30A - Bikes + Easy Beach Access!

Holiday Home, Watersound

No Bad Day on 30A - Bikes + Easy Beach Access! is a holiday home in Watersound, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About No Bad Day on 30A - Bikes + Easy Beach Access!

No Bad Day on 30A - Bikes + Easy Beach Access! is a holiday home in Watersound, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,659.

From$214/night

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Walk to Beach | Sleeps 14 | Sunset Key | Inlet Beach

Holiday Home, Watersound

Walk to Beach · Sleeps 14 · Sunset Key · Inlet Beach is a holiday home in Watersound, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Walk to Beach | Sleeps 14 | Sunset Key | Inlet Beach

Walk to Beach · Sleeps 14 · Sunset Key · Inlet Beach is a holiday home in Watersound, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,458.

From$217/night

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Sand-Tastic! Beach Access, Bikes, Pool & Hot Tub

Holiday Home, Watersound

Sand-Tastic! Beach Access, Bikes, Pool & Hot Tub is a holiday home in Watersound, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base…

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About Sand-Tastic! Beach Access, Bikes, Pool & Hot Tub

Sand-Tastic! Beach Access, Bikes, Pool & Hot Tub is a holiday home in Watersound, 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: pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,708.

From$286/night

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Best Watersound, FL vacation rentals with a kitchen

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

🐟Near Rosemary~mile to Beach~4 Bikes~Community Pool and Dock-LiveSea 30A🐟

Holiday Home, Watersound

🐟Near Rosemary~mile to Beach~4 Bikes~Community Pool and Dock-LiveSea 30A🐟 is a holiday home in Watersound, with pool access, easy beach access, and kitchen access. This stay gives…

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About 🐟Near Rosemary~mile to Beach~4 Bikes~Community Pool and Dock-LiveSea 30A🐟

🐟Near Rosemary~mile to Beach~4 Bikes~Community Pool and Dock-LiveSea 30A🐟 is a holiday home in Watersound, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,326.

From$198/night

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\"Will O Mist\" - Inlet Beach Home, Bikes, Pool, Dock

Holiday Home, Watersound

\"Will O Mist\" - Inlet Beach Home, Bikes, Pool, Dock is a holiday home in Watersound, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable…

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About \"Will O Mist\" - Inlet Beach Home, Bikes, Pool, Dock

\"Will O Mist\" - Inlet Beach Home, Bikes, Pool, Dock is a holiday home in Watersound, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,559.

From$233/night

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Inlet Beach Retreat with Rooftop Views, 4 Bikes + Free Attraction Tickets!

Holiday Home, Watersound

Inlet Beach Retreat with Rooftop Views, 4 Bikes + Free Attraction Tickets! is a holiday home in Watersound, with pool access, easy beach access, and kitchen access. This stay gives…

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About Inlet Beach Retreat with Rooftop Views, 4 Bikes + Free Attraction Tickets!

Inlet Beach Retreat with Rooftop Views, 4 Bikes + Free Attraction Tickets! is a holiday home in Watersound, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,071.

From$236/night

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30ALoop: Brightly decorated, 3brm 2 1/2 bath Beach House. Heated Nghbd pool.

Holiday Home, Watersound

30ALoop: Brightly decorated, 3brm 2 1/2 bath Beach House. Heated Nghbd pool. is a holiday home in Watersound, with pool access, easy beach access, and kitchen access. This stay gives…

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About 30ALoop: Brightly decorated, 3brm 2 1/2 bath Beach House. Heated Nghbd pool.

30ALoop: Brightly decorated, 3brm 2 1/2 bath Beach House. Heated Nghbd pool. is a holiday home in Watersound, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,396.

From$250/night

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Our Favorite Family-Friendly Vacation Rentals in Watersound, FL

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

Family Coastal Escape

Holiday Home, Watersound

Family Coastal Escape is a holiday home in Watersound, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Family Coastal Escape

Family Coastal Escape is a holiday home in Watersound, 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 $3,079.

From$232/night

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Right on the Beach ~ An Emerald Oasis ~ Pool ~ 1BR 1BA ~ King & Bunks

Condo, Watersound

Right on the Beach ~ An Emerald Oasis ~ Pool ~ 1BR 1BA ~ King & Bunks is a condo in Watersound, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Right on the Beach ~ An Emerald Oasis ~ Pool ~ 1BR 1BA ~ King & Bunks

Right on the Beach ~ An Emerald Oasis ~ Pool ~ 1BR 1BA ~ King & Bunks is a condo in Watersound, 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, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,739.

From$285/night

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Beautiful Beach House! Just steps to the pool & only 5 min walk to private beach

Cottage, Watersound

Beautiful Beach House! Just steps to the pool & only 5 min walk to private beach is a cottage in Watersound, with pool access and easy beach access. This stay gives travelers a comfortable…

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About Beautiful Beach House! Just steps to the pool & only 5 min walk to private beach

Beautiful Beach House! Just steps to the pool & only 5 min walk to private beach is a cottage in Watersound, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,099.

From$295/night

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Seacrest 3BR Cottage at Camp Creek Pool, Hot tub & Beach Nearby!

Holiday Home, Watersound

Seacrest 3BR Cottage at Camp Creek Pool, Hot tub & Beach Nearby! is a holiday home in Watersound, with pool access, easy beach access, and room for a group. This stay gives travelers a…

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About Seacrest 3BR Cottage at Camp Creek Pool, Hot tub & Beach Nearby!

Seacrest 3BR Cottage at Camp Creek Pool, Hot tub & Beach Nearby! is a holiday home in Watersound, with pool access, easy beach 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 $3,205.

From$305/night

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