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Houses in Little Gasparilla Island and Condos – Holiday Lettings - Holiday Rentals Little Gasparilla Island

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561 Holiday homes

Condo rental in Little Gasparilla Island

Little Gasparilla Island condo

2 bedrooms • 1 bathroom • sleeps 4

from £191 / night

£1,335 / week

1 / 26

Holiday home in Little Gasparilla Island

Little Gasparilla Island house

2 bedrooms • 3 bathrooms • sleeps 4

from £168 / night

£1,173 / week

1 / 28

Holiday home in Little Gasparilla Island

Little Gasparilla Island house

3 bedrooms • 3 bathrooms • sleeps 8

from £229 / night

£1,541 / week

1 / 45

Holiday home in Little Gasparilla Island

Little Gasparilla Island house

4 bedrooms • 5 bathrooms • sleeps 8

from £300 / night

£1,924 - £2,332 / week

1 / 37

Holiday cottage in Little Gasparilla Island

Little Gasparilla Island cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £355 / night

£2,482 / week

1 / 9

Condo rental in Little Gasparilla Island

Little Gasparilla Island condo

2 bedrooms • 2 bathrooms • sleeps 6

from £299 / night

£2,088 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Matlacha

Matlacha house

1 bedroom • 1 bathroom • sleeps 4

from £69 / night

£391 / week

1 / 10

Holiday apartment in Englewood

Englewood apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £250 / night

£1,745 / week

1 / 8

Venice holiday home rental

Venice house

3 bedrooms • 3 bathrooms • sleeps 6

from £75 / night

£524 / week

1 / 20

Englewood holiday home rental

Englewood house

2 bedrooms • 2 bathrooms • sleeps 4

from £104 / night

£665 / week

1 / 11

Home rental in North Port

North Port house

3 bedrooms • 3 bathrooms • sleeps 8

from £78 / night

£543 / week

1 / 12

Holiday home rental

Englewood house

2 bedrooms • 2 bathrooms • sleeps 4

from £104 / night

£727 / week

1 / 16

Venice holiday apartment rental

Venice apartment

3 bedrooms • 2 bathrooms • sleeps 6

from £67 / night

£698 / week

1 / 31

Holiday home in Venice

Venice house

2 bedrooms • 2 bathrooms • sleeps 6

from £66 / night

£457 - £632 / week

1 / 7

Holiday apartment in Englewood

Englewood apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £131 / night

£914 / week

1 / 30

Rotonda West holiday villa rental

Rotonda West villa

3 bedrooms • 3 bathrooms • sleeps 6

from £101 / night

£707 - £914 / week

1 / 32

Holiday apartment in Englewood

Englewood apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £125 / night

£831 - £1,413 / week

1 / 9

Englewood holiday home rental

Englewood house

4 bedrooms • 1 bathroom • sleeps 4

from £250 / night

£1,247 / week

1 / 34

Holiday apartment rental

Port Charlotte apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £104 / night

£790 / week

1 / 15

Holiday home in Port Charlotte

Port Charlotte house

3 bedrooms • 2 bathrooms • sleeps 8

from £92 / night

£582 - £707 / week

1 / 36

Cape Coral holiday home rental

Cape Coral house

3 bedrooms • 2 bathrooms • sleeps 8

from £208 / night

£1,455 - £1,687 / week

1 / 18

Holiday home in Venice

Venice house

3 bedrooms • 2 bathrooms • sleeps 2

from £194 / night

£1,358 / week

1 / 40

Home rental in North Port

North Port house

3 bedrooms • 2 bathrooms • sleeps 6

from £83 / night

£582 / week

1 / 11

Holiday home in Rotonda West

Rotonda West house

3 bedrooms • 2 bathrooms • sleeps 6

from £138 / night

£859 - £1,260 / week

1 / 14

Holiday home in Englewood

Englewood house

2 bedrooms • 2 bathrooms • sleeps 4

from £96 / night

£669 / week

1 / 30

Cape Coral holiday villa rental

Cape Coral villa

2 bedrooms • 2 bathrooms • sleeps 4

from £129 / night

£902 / week

1 / 24

Holiday home in Punta Gorda

Punta Gorda house

3 bedrooms • 2 bathrooms • sleeps 6

from £125 / night

£875 / week

1 / 11

Holiday home accommodation

Matlacha house

3 bedrooms • 3 bathrooms • sleeps 6

from £583 / night

£4,080 / week

1 / 23

Holiday home in North Captiva Island

North Captiva Island house

6 bedrooms • 3 bathrooms • sleeps 18

from £462 / night

£2,819 - £5,228 / week

1 / 22

Venice holiday home rental

Venice house

1 bedroom • 1 bathroom • sleeps 3

from £88 / night

£525 / week

1 / 37

Condo rental in Venice

Venice condo

2 bedrooms • 2 bathrooms • sleeps 6

from £59 / night

£408 / week

1 / 24

Villa rental in Rotonda West with golf nearby

Rotonda West villa

3 bedrooms • 2 bathrooms • sleeps 6

from £87 / night

£604 / week

1 / 67

Holiday home in Placida

Placida house

2 bedrooms • 1 bathroom • sleeps 4

from £223 / night

£1,561 / week

1 / 15

Bokeelia holiday condo let

Bokeelia condo

2 bedrooms • 3 bathrooms • sleeps 6

from £84 / night

£583 / week

1 / 22

Placida holiday apartment rental

Placida apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £472 / night

£3,299 / week

1 / 24

Holiday apartment in Placida

Placida apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £472 / night

£3,299 / week

1 / 43

Englewood holiday home rental

Englewood house

2 bedrooms • 2 bathrooms • sleeps 4

from £209 / night

£2,082 - £2,373 / week

1 / 24

Holiday condo with shared pool in Rotonda West

Rotonda West condo

2 bedrooms • 2 bathrooms • sleeps 4

from £124 / night

£869 / week

1 / 6

Holiday home in Rotonda West

Rotonda West house

3 bedrooms • 2 bathrooms • sleeps 6

from £109 / night

£721 - £906 / week

1 / 27

Home rental in Englewood

Englewood house

1 bedroom • 1 bathroom • sleeps 2

from £104 / night

£500 - £1,228 / week

1 / 73

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Little Gasparilla Island holidays

The southernmost of three islands which includes Don Pedro and Palm Islands, Little Gasparilla Island is truly a tranquil paradise, and the perfect place to live out your desert island dream.

Why not find your perfect beachfront holiday rental by browsing Holiday Lettings’s collection of Little Gasparilla Island properties?

About Little Gasparilla Island

The islands of Don Pedro, Palm Island and Little Gasparilla were once separate islands, until a hurricane in the 1960s closed the passes and destroyed the bridge from Little Gasparilla to Palm Island. Today, they are one island, and the bridge has never been rebuilt. There are no roads or cars on Little Gasparilla, giving it a lost-in-time atmosphere, accessible only by water taxi.

It’s said that the island was initially settled by the notorious pirate Jose Gaspar, after whom it takes its name, and he was said to have built a palace at Boca Grande. Whether he existed or not, the island today has become a popular attraction for holidayers from the surrounding area.

Shop at the fish market in Placida on the mainland and bring your supplies across by water taxi.

What to do

With no stores or restaurants on the island, all that’s left to do is enjoy a thoroughly relaxing holiday. With 7 miles of pristine sand beaches, you can laze in the sun, go swimming or spot sea turtles, dolphins and manatees. Enjoy a charter fishing trip, rent a boat, or go shelling on the beach – you can even find plenty of prehistoric shark’s teeth here, and spot starfish, conchs and sand dollars. It’s not uncommon to find the beach completely empty, particularly outside of peak season, and bird watching for blue herons, osprey and white pelicans is a popular pastime.

Take a trip to Little Gasparilla Island State Park, or enjoy the 7.5 mile walk from the south tip of the island to the north tip of Palm Island, for a lovely way to spend a sunny afternoon.

Top Little Gasparilla Island travel tips

The nearest airports are Sarasota Airport, just over an hour to the north, and Fort Myers, an hour to the south.

There’s a restaurant at Palm Island Resort (with an extensive menu), but otherwise you’ll need to head to the mainland by water taxi for dinner (or cook at your holiday rental).

You can call for a water taxi to pick you up at the local marina on the mainland – just tell them your dock number and they’ll drop you directly at your holiday rental.

Step back in time with a holiday on Little Gasparilla Island – it’s the best way to escape it all, whether you’re enjoying a family holiday or a romantic retreat.

With over 300 villas and condos to choose from, you’re sure to find your perfect tropical island getaway with Holiday Lettings!

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