Watersound Vacation Rentals
1-24 of 259 rentals
Gorgeous, updated condo with balconies, pool, & great location near 30A
Condo in Watersound, FL
8Persons
3Bedrooms
4Bathrooms
$626/night
High Pointe 1112
Condo in Seacrest, FL
8Persons
2Bedrooms
2Bathrooms
$686/night
Beach haven with patio, lagoon pool, hot tub & pickleball - walk to beach
Condo in Seacrest, FL
6Persons
2Bedrooms
2Bathrooms
$644/night
Capistrano 303
Condo in Seacrest, FL
9Persons
2Bedrooms
3Bathrooms
$568/night
Elegant getaway with stunning view, lagoon pool & pickleball - close to shops
Condo in Seacrest, FL
6Persons
2Bedrooms
2Bathrooms
$717/night
Beach Haven - High Pointe 2221
Condo in Seacrest, FL
8Persons
3Bedrooms
3Bathrooms
$734/night
Open-concept beachfront home with balcony, lagoon pool, beach access, pickleball
Condo in Seacrest, FL
6Persons
2Bedrooms
2Bathrooms
$815/night
High Pointe W11 - Gulf Front Condo
Condo in Seacrest, FL
8Persons
3Bedrooms
3Bathrooms
$939/night
Amazing High Pointe condo with grill, hot tub, pool, tennis & pickleball
Condo in Seacrest, FL
8Persons
3Bedrooms
3Bathrooms
$789/night
Coastal condo with lagoon pool, bike rentals, tennis, pickleball & beach access
Condo in Seacrest, FL
8Persons
2Bedrooms
2Bathrooms
$555/night
High Pointe, W31 Gulf Front Condo
Condo in Seacrest, FL
8Persons
3Bedrooms
3Bathrooms
$1,196/night
Cozy studio near the beach w/bright interior, shared pool, & prime location
Studio in Seacrest, FL
2Persons
1Bedrooms
1Bathrooms
$204/night
Gulf views & shared pool - pet friendly
House in Seacrest, FL
12Persons
4Bedrooms
4Bathrooms
$655/night
High Pointe 3231
Condo in Seacrest, FL
11Persons
3Bedrooms
3Bathrooms
$721/night
High Pointe 2323
Condo in Seacrest, FL
8Persons
2Bedrooms
2Bathrooms
$696/night
Airy beachfront condo with balcony views, lagoon pool, tennis & pickleball
Condo in Seacrest, FL
8Persons
2Bedrooms
2Bathrooms
$687/night
High Pointe 2424 - Ocean View Condo
Condo in Seacrest, FL
8Persons
2Bedrooms
2Bathrooms
$592/night
Snowbird-friendly condo with pickleball on the beach close to shops & dining
Condo in Seacrest, FL
10Persons
3Bedrooms
3Bathrooms
$810/night
High Pointe W41 - Gulf Front Condo
Condo in Seacrest, FL
8Persons
3Bedrooms
3Bathrooms
$1,426/night
High Pointe 2321
Condo in Seacrest, FL
8Persons
3Bedrooms
3Bathrooms
$741/night
Spacious getaway with Gulf view, beach access, tennis & pickleball
Condo in Seacrest, FL
8Persons
2Bedrooms
2Bathrooms
$680/night
Top floor condo steps to the beach Shared pool & close to shopping & dining
Condo in Seacrest, FL
7Persons
2Bedrooms
2Bathrooms
$444/night
Amazing Santa Rosa Beach condo with pool, hot tub & pickleball
Condo in Seacrest, FL
8Persons
2Bedrooms
2Bathrooms
$661/night
Oceanfront condo with balcony, lagoon pool, hot tub, & pickleball
Condo in Seacrest, FL
6Persons
2Bedrooms
2Bathrooms
$782/night