Little Gasparilla Island is the ideal retreat for those seeking beauty and solitude of the “Old Florida” beaches. We try hard to make your vacation stay on the island to be the very best and as carefree as possible. Please visit our Guest Services section to view the amenities and services that we offer to make sure you have the best vacation on the island. Please click on the properties below to see detailed information on our vacation homes. Contact us today to reserve your piece of paradise!
Click here to view a map of all Little Gasparilla Island vacation rentals. (Please allow a moment for loading.)
Gulf Front Little Gasparilla Island Vacation Rentals
- SEA 'N STARS #0165
- Type: Single Family Home
- View: Gulf Front
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
- Weekly: $1,400–$1,700
- THE BIG BLUE #0153
- Type: Single Family Home
- View: Gulf Front
- Bedrooms: 4
- Bathrooms: 2
- Sleeps: 8
- Weekly: $2,450
- SOPHIE'S BEACH HOUSE #0138
- Type: Single Family Home
- View: Gulf Front
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
- Weekly: $1,400–$1,700
- LEE'S GULF TO BAY HIDEAWAY #0146
- Type: Single Family Home
- View: Gulf Front
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
- Weekly: $1,400–$1,700
- FULL FRONTAL VIEW #0178
- Type: Single Family Home
- View: Gulf Front
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
- Weekly: $1400–$1700
- DREAM #0172
- Type: Single Family Home
- View: Gulf Front
- Bedrooms: 3
- Bathrooms: 1
- Sleeps: 6
- Weekly: $1400–$1700
- SEAS THE DAY #0122
- Type: Single Family Home
- View: Gulf Front
- Bedrooms: 3
- Bathrooms: 1
- Sleeps: 7
- Weekly: $1200–$1400
Gulf View Little Gasparilla Island Vacation Rentals
- THE RUM RUNNER #0131
- Type: Single Family Home
- View: Gulf View
- Bedrooms: 4
- Bathrooms: 2
- Sleeps: 8–10
- Weekly: $1,200–$1,400
- HOW SWEET IT IS #0118
- Type: Single Family Home
- View: Gulf View
- Bedrooms: 2
- Bathrooms: 2
- Sleeps: 6
- Weekly: $795–$995
- CASA DEL SOL-MATES, #0101
- Type: Single Family Home
- View: Gulf View
- Bedrooms: 2 + Loft
- Bathrooms: 2
- Sleeps: 8
- Weekly: $950 – $1,250
Bay Front Little Gasparilla Island Vacation Rentals
- IT’S 5:00 SOMEWHERE #0123
- Type: Single Family Home
- View: Bay Front
- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 8
- Weekly: $1,650–$1,950
- BREATH OF HEAVEN #0174
- Type: Single Family Home
- View: Bay Front
- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 9
- Weekly: $2,995
- SMOOTH SAILING #0164
- Type: Single Family Home
- View: Bay Front
- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 6
- Weekly: $1,400–$1,600
- KEY LIME PIE #0154
- Type: Single Family Home
- View: Bay Front
- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 8
- Weekly: $5,400–$6,000
- BETTY'S BAYFRONT RETREAT #0136
- Type: Single Family Home
- View: Bay Front
- Bedrooms: 4
- Bathrooms: 2
- Sleeps: 8
- Weekly: $1,200–$1,400
Bay View Little Gasparilla Island Vacation Rentals
- ISLAND GETAWAY #0115
- Type: Single Family Home
- View: Bay View
- Bedrooms: 4
- Bathrooms: 2
- Sleeps: 8
- Weekly: $1,200–$1,400
- ISLAND SUNRISE #0162
- Type: Single Family Home
- View: Bay View
- Bedrooms: 2
- Bathrooms: 1
- Sleeps: 6
- Weekly: $595–$795
- SEAGRAPE ESCAPE #0186
- Type: Single Family Home
- View: Bay View
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 7–8
- Weekly: $1,300
Interior Little Gasparilla Island Vacation Rentals
- PLAYA DEL SOL #0177
- Type: Single Family Home
- View: Neighborhood
- Bedrooms: 2 + Loft
- Bathrooms: 2
- Sleeps: 8–10
- Weekly: $995
- SEASHELL HAVEN #0170
- Type: Single Family Home
- View: Neighborhood
- Bedrooms: 4
- Bathrooms: 2 full 2 half
- Sleeps: 10
- Weekly: $1,000–$1,200
- NAUTICAL TREASURE #0169
- Type: Single Family Home
- View: Neighborhood
- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 8
- Weekly: $1,100–$1,300
- SECLUSION #0158
- Type: Single Family Home
- View: Neighborhood
- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 12
- Weekly: $1,100–$1,600
- THE JEWEL OF THE SEA #0151
- Type: Single Family Home
- View: Neighborhood
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 10
- Weekly: $1,356–$1,556
- TWEEN WATERS #0179
- Type: Single Family Home
- View: Neighborhood
- Bedrooms: 3
- Bathrooms: 1
- Sleeps: 6
- Weekly: $595–$795
Placida Beach Condominiums Vacation Rentals
- PLACIDA BEACH CONDO IV #0176
- Type: Condominium
- View: Bay View
- Bedrooms: 1
- Bathrooms: 1
- Sleeps: 4
- Weekly: $595–$795
- PLACIDA BEACH CONDO I #0124
- Type: Condominium
- View: Bay View
- Bedrooms: 1+ Loft
- Bathrooms: 1
- Sleeps: 6
- Weekly: $750–$950
Hideaway Bay Resort Condominiums Vacation Rentals
Click here to view a map of all Little Gasparilla Island vacation rentals. (Please allow a moment for loading.)