Bokeelia Island holiday rentals

We found 1,068 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Bokeelia Island

Showing deals for:13 Nov - 20 Nov

Front porch, great for eating, reading a book and napping.
Kitchen with filtered water, gas stove, All-Clad pans and Wustoff knives.
Private kitchen
Front porch, great for eating, reading a book and napping.
Exceptional
(204 reviews)

Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town

Boca Grande

8% off
AU$13,115
for 7 nights, 1 home
AU$1,874 per night
includes taxes & fees
Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town
Private kitchen
Room
Property grounds
Outdoor dining
Exceptional
(60 reviews)

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

Matlacha

8% off
AU$1,674
for 7 nights, 1 room
AU$239 per night
includes taxes & fees
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Outdoor dining
Living area
Exterior
Dining
Exceptional
(8 reviews)

Come visit Boaters Delight in SW Cape-Large Pool/Spa home on canal w/ boatlift!

Cape Coral

8% off
AU$5,109
for 7 nights, 1 home
AU$730 per night
includes taxes & fees
Come visit Boaters Delight in SW Cape-Large Pool/Spa home on canal w/ boatlift!
Gathering area with great views
Pool
Property grounds
Interior
Exceptional
(45 reviews)

Ultimate luxury resort style home on Matlacha

Matlacha

8% off
AU$10,901
for 7 nights, 1 home
AU$1,557 per night
includes taxes & fees
Ultimate luxury resort style home on Matlacha
Marina
Living area
Outdoor dining
Pool
Exceptional
(11 reviews)

The Perfect Day in Matlacha! Direct Gulf Access!

Cape Coral

6% off
AU$3,755
for 7 nights, 1 home
AU$536 per night
includes taxes & fees
The Perfect Day in Matlacha! Direct Gulf Access!
Dining
Pool
Living area
Private kitchen
Exceptional
(22 reviews)

Beautiful, SOUTHERN EXPOSURE home with a pool

Cape Coral

7% off
AU$2,591
for 7 nights, 1 home
AU$370 per night
includes taxes & fees
Beautiful, SOUTHERN EXPOSURE home with a pool
Marina
Exterior
Room
Private kitchen
Exceptional
(22 reviews)

Available winter 25/26! Enjoy this warm, gated marina community next winter!

Punta Gorda

8% off
AU$2,422
for 7 nights, 1 home
AU$346 per night
includes taxes & fees
Available winter 25/26! Enjoy this warm, gated marina community next winter!
Kitchen
Pool and lanai
Curb view
Master bedroom with access to the lanai. There IS now a 55'' TV.
Exceptional
(44 reviews)

Beautiful modern pool home; Furnished lanai, gas grill; Free Wifi; Nearby park

Cape Coral

8% off
AU$3,174
for 7 nights, 1 home
AU$453 per night
includes taxes & fees
Beautiful modern pool home; Furnished lanai, gas grill; Free Wifi; Nearby park
Eat downstairs or more formal upstairs.
Original 1926 cottage in historic district of Boca Grande.
Eat at counter/dining table/outdoor picnic table
Eat dockside at Miller's.
Exceptional
(90 reviews)

Blissfully Serene Palm Cottage In Town and 2 Blocks from Beach

Boca Grande

8% off
AU$10,660
for 7 nights, 1 home
AU$1,523 per night
includes taxes & fees
Blissfully Serene Palm Cottage In Town and 2 Blocks from Beach
Interior
Private kitchen
Property grounds
Pool
Exceptional
(10 reviews)

Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock

Matlacha

8% off
AU$3,803
for 7 nights, 1 cottage
AU$543 per night
includes taxes & fees
Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock
Property grounds
Outdoor dining
Exterior
Marina
Exceptional
(10 reviews)

Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha

Matlacha

7% off
AU$1,859
for 7 nights, 1 cottage
AU$266 per night
includes taxes & fees
Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha
Interior
So close to our beautiful beach.
Living area
Pool
Exceptional
(48 reviews)

Upgraded beach house located just steps away from the beach. Pool and Hot tub.

Captiva

9% off
AU$5,658
for 7 nights, 1 home
AU$808 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Private kitchen
Living area
Interior
Room
Exceptional
(17 reviews)

Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia

Bokeelia

7% off
AU$3,219
for 7 nights, 1 home
AU$460 per night
includes taxes & fees
Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia
Living area
Outdoor dining
Exterior
Dining
Exceptional
(7 reviews)

Turtle House - Waterfront with Dock - Unbelievable Sunset View

Matlacha

16% off
AU$2,728
for 7 nights, 1 home
AU$390 per night
includes taxes & fees
Turtle House - Waterfront with Dock - Unbelievable Sunset View
Dining
Interior
Exterior detail
Exterior detail
Exceptional
(61 reviews)

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.

Bokeelia

8% off
AU$884
for 7 nights, 1 cottage
AU$126 per night
includes taxes & fees
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Brand new house built in 2024.
Brand new open plan kitchen and living room.
Outside lanai to relax with friends and family.
Living area
Exceptional
(8 reviews)

New House with Step Free Entry, Canal, Fish, Sunset Views, Near Golf & Baseball.

Cape Coral

7% off
AU$1,507
for 7 nights, 1 home
AU$215 per night
includes taxes & fees
New House with Step Free Entry, Canal, Fish, Sunset Views, Near Golf & Baseball.
Room
Interior
Marina
Private kitchen
Exceptional
(5 reviews)

Cozy fishing cottage on canal in Matlacha - 2 bedrooms and large outdoor space

Matlacha

7% off
AU$1,931
for 7 nights, 1 home
AU$276 per night
includes taxes & fees
Cozy fishing cottage on canal in Matlacha - 2 bedrooms and large outdoor space
Room
Outdoor dining
Interior
Enjoy relaxing on quiet back porch. table for 6 spacious back yard mango orchard
Exceptional
(27 reviews)

Are you looking for old Florida.? Lower heart rate? No high rises/ traffic?

Bokeelia

15% off
AU$1,633
for 7 nights, 1 home
AU$233 per night
includes taxes & fees
Are you looking for old Florida.? Lower heart rate? No high rises/ traffic?
Living area
Exterior
Private kitchen
Dining
Exceptional
(5 reviews)

Two minute walk to a soft sandy beach with some of the best shelling in the US.

Captiva

8% off
AU$7,087
for 7 nights, 1 home
AU$1,012 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
double high ceilings and barn doors in loft kids room.
Games on "Beachy" Backard
Double size lot in secluded cul de sac
Living Room double ceiling high
Exceptional
(54 reviews)

Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week

Captiva

8% off
AU$6,600
for 7 nights, 1 home
AU$943 per night
includes taxes & fees
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Dining
Beach
Private kitchen
Living area
Exceptional
(38 reviews)

Spectacular beach front views with a short walk to members only beach

Captiva

8% off
AU$5,687
for 7 nights, 1 home
AU$812 per night
includes taxes & fees
Spectacular beach front views with a short walk to members only beach
Master bedroom (Queen), walk out to lanai
Oversized Salt water pool with spa
Pool 80+ degrees
Spa 100+ degrees, on demand
Fully functional open kitchen
Front door enters into dining room, seating for 6+ guests
Exceptional
(48 reviews)

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife

Bokeelia

6% off
AU$2,951
for 7 nights, 1 home
AU$422 per night
includes taxes & fees
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Living area
Dining
Room
Living area
Exceptional
(34 reviews)

Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

Captiva

8% off
AU$4,736
for 7 nights, 1 home
AU$677 per night
includes taxes & fees
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Dining
Living area
Living area
Private kitchen
Exceptional
(20 reviews)

Cape Coral Nature Retreat with Adjacent Boating, Fishing & Trails

Cape Coral

7% off
AU$1,623
for 7 nights, 1 home
AU$232 per night
includes taxes & fees
Cape Coral Nature Retreat with Adjacent Boating, Fishing & Trails
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Bokeelia Island getaway

Learn about the unique charm of Bokeelia Island with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Bokeelia Island

Do you want to find attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Bokeelia Island a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sun Splash Water Park (12.5 mi / 20.1 km)
  • Coral Oaks Golf Course (8.5 mi / 13.7 km)
  • Burnt Store Golf & Activity Club (8.8 mi / 14.1 km)
  • Cape Royal Golf Club (10 mi / 16.1 km)
  • Tails and Scales Charters (10.7 mi / 17.3 km)
  • Palmetto-Pine Country Club (12.3 mi / 19.8 km)

Exploring the natural landscape of Bokeelia Island

Whether you're looking for fun outdoor activities or just want to take in the scenery, Bokeelia Island is a great spot to appreciate mother nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Useppa Island (4.1 mi / 6.6 km)
  • Cabbage Key (5 mi / 8 km)
  • Cayo Costa Beaches (5.8 mi / 9.3 km)
  • Boca Grande Beaches (5.9 mi / 9.4 km)
  • Gasparilla Island State Park (6.1 mi / 9.8 km)
  • North Captiva Island Beach (9.1 mi / 14.7 km)

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