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Vacation Rentals

Come Discover “Old Florida” along Florida’s Southwest Coast. Visit the pristine islands of Don Pedro, Knight/Palm Islands, and Little Gasparilla.

These islands are located on the Gulf of Mexico, bordered by the Intracoastal Waterway. The islands are accessible by private boat or by car ferry with Little Gasparilla Island being accessible only by boat. 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!

LITTLE GASPARILLA ISLAND VACATION RENTALS

LITTLE GASPARILLA ISLAND VACATION RENTALS

Key Lime Pie - 9790 Little Gasparilla Island

KEY LIME PIE, #0154
4 bed, 2.5 bath
Bay Front Home
Maximum Guests: 8

SEA LA VIE, #0195
3 bed, 3 bath
Gulf Front Home
Maximum Guests: 6-7
Pet Friendly

LEE’S GULF TO BAY HIDEAWAY, #0146
3 bed, 2 bath
Gulf Front Home
Maximum Guests: 6

Seas the Day - Little Gasparilla Vacation Rental

SEAS THE DAY, #0122
3 bed, 1 bath
Gulf Front Home
Maximum Guests: 6
Pet Friendly

SUNSET BEACHHOUSE, #0178
4 bed, 2.5 bath
Gulf Front Home
Maximum Guests: 8
Pet Friendly

HOW SWEET IT IS, #0118
2 bed, 1.5 bath
Gulf View Home
Maximum Guests: 6
Pet Friendly

PLAYA DEL SOL, #0177
2 bed + loft, 2 bath
Interior Island Home
Maximum Guests: 8

LIVING WELL, #0192
2 bed, 1 bath
Interior Island Home
Maximum Guests: 6
Pet Friendly

0213

DOCKTAILS, #0213
3 bed, 3 bath
Bay Front Home
Maximum Guests: 6
Pet Friendly

0214

PALM POINTE, #0214
4 bed, 3 bath
Bayfront Home
Maximum Guests: 6-8
Pet Friendly

0215

BAY HAVEN, #0215
3 bed, 1 bath
Bayfront Home
Maximum Guests: 6

0216

CALYPSO COTTAGE, #0216
2 bed, 1 bath
Gulf Front Home
Maximum Guests: 4
Pets Considered

HIDEAWAY BAY BEACH CLUB VACATION RENTALS

HIDEAWAY CONDO H-2, #0205
2 BED / 2 BATH
GULF FRONT CONDO
Maximum Guests: 6

0212

HIDEAWAY CONDO I-8 #0212
2 BED / 2 BATH
GULF FRONT CONDO
Maximum Guests: 6

HIDEAWAY CONDO H-8, #0201
2 BED / 2 BATH
GULF FRONT CONDO
Maximum Guests: 6

HIDEAWAY CONDO H-9 #0161
2 BED / 2 BATH
GULF FRONT CONDO
Maximum Guests: 6

HIDEAWAY CONDO J-1, #0113
2 BED / 2 BATH
GULF FRONT CONDO
Maximum Guests: 6

9400 Little Gasparilla Island - Hideaway Bay

HIDEAWAY CONDO A-10 #0211
2 BED / 2 BATH
GULF FRONT CONDO
Maximum Guests: 6

HIDEAWAY CONDO H-4, #0191
2 BED / 2 BATH
GULF FRONT CONDO
Maximum Guests: 6

HIDEAWAY CONDO E-2, #0137
2 BED / 2 BATH
BAY FRONT CONDO
Maximum Guests: 6

HIDEAWAY CONDO F-9, #0111
2 BED / 2 BATH
INTERIOR CONDO
Maximum Guests: 6

PALM ISLAND / DON PEDRO ISLAND VACATION RENTALS

PALM ISLAND / DON PEDRO ISLAND VACATION RENTALS

2112

FOUR SEAS, #2112
2 bed, 2 bath
Gulf Front Home
Maximum Guests: 5
Pet Friendly

FISH TALES & FLIP FLOPS, #2163
3 bed, 1.5 bath
Bay Front Home
Maximum Guests: 6
Pet Friendly

THE LAGUNA, #2143
4 bed, 2.5 bath
Water View
The Pelican
Maximum Guests: 8

CAPE HAZE PENINSULA VACATION RENTALS

CAPE HAZE PENINSULA VACATION RENTALS

220 Pine Hollow Dr - Englewood Florida

PINE HOLLOW, #3177
2 bed, 2 bath
Mainland Condo
Maximum Guests: 4

9359 Casa Grande

ABSOLUTE ALTITUDE, #3189
2 bed, 2 bath
Rotonda West
Maximum Guests: 5

Myakka River Home - Vacation Rental

MYAKKA RIVER HOME, #3171
2 bed, 2 bath
Water view Home
Maximum Guests: 4
Pet Friendly

The Hammocks - Placida Florida

HAMMOCKS PENTHOUSE, #3170
3 bed, 3 bath
Preserve View Condo
Maximum Guests: 6

THE EMPTY NEST, #3162
2 bed, 2 bath
Mainland Stilt Home
Maximum Guests: 4-5
Pet Friendly

CAPE HAZE HOME, #3167
4 bed, 4.5 bath
Intracoastal Waterway Pool Home
Maximum Guests: 10

The Landings Vacation Rental

THE LANDINGS, #3180
3 bed, 3 bath
Mainland Town Home
Maximum Guests: 8

THE LANDINGS, #3140
3 bed, 2.5 bath
Mainland Town Home
Maximum Guests: 6

3198

THE MARKER ROAD HOME, #3198
3 bed, 2 bath
Canal View Home
Maximum Guests: 4
Pets Considered

3194

ABSOLUTE ALTITUDE, #3194
3 bed, 2 bath
Mainland Home
Maximum Guests: 6
Pets Considered

15602 Staunton Circle

PARADISE VILLA, #3184
3 bed, 2 bath
Mainland Home
Maximum Guests: 6
Pets Considered

3192

456 CORAL CREEK, #3192
4 bed, 3 bath
Coral Creek
Maximum Guests: 8

3118

HAMMOCKS #101, #3118
4 bed, 3.5 bath
Mainland Condo
Maximum Guests: 6

3137

PRESERVE AT WINDWARD, #3137
3 bed, 2 bath
Mainland Condo
Maximum Guests: 6

3196

THE GREEN DOLPHIN, #3196
3 bed, 3 bath
Single Family Canal Front Home
Maximum Guests: 6

1970 Georgia Ave

GONE FISHING, #3187
3 bed, 2 bath
Intracoastal Home
Maximum Guests: 6

Placida Florida Vacation Rental

OVERBOARD, #3188
1 bed, 1 bath
Harbor Town @ Aqua Marina
Maximum Guests: 2

3197

HARBORSIDE GETAWAY, #3197
3 bed, 3 bath
Water View Townhome Home
Maximum Guests: 6

3195

THE HAMMOCKS UNIT 204, #3195
3 bed, 2 bath
Preserve View Condo
Maximum Guests: 6

3200

SPANIARD’S RETREAT, #3200
3 bed, 2.5 bath
Cape Haze Single Family Home
Maximum Guests: 6

3199

HIGH FLYERS PARADISE, #3199
3 bed, 3 bath
Rotonda West Single Family Home
Maximum Guests: 6
Pet Friendly

3201

THE AMBERJACK HOUSE, #3201
3 bed, 2 bath
Mainland Golf Course Home
Maximum Guests: 6

3202

THE HAMMOCKS UNIT 202, #3202
2 bed, 2 bath
Sparkling Pond Views
Maximum Guests: 4