Bokeelia Island holiday homes

We found 1,078 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Bokeelia Island

Showing deals for:18 Dec - 25 Dec

Marina
Exterior
Private kitchen
Living area
Exceptional
(22 reviews)

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

Punta Gorda

8% off
NZ$3,253
for 7 nights, 1 home
NZ$465 per night
includes taxes & fees
Available winter 25/26! Enjoy this warm, gated marina community next winter!
Eat at counter/dining table/outdoor picnic table
Original 1926 cottage in historic district of Boca Grande.
Front porch, cozy for reading, napping
Eat dockside at Miller's.
Exceptional
(90 reviews)

Blissfully Serene Palm Cottage In Town and 2 Blocks from Beach

Boca Grande

8% off
NZ$20,417
for 7 nights, 1 home
NZ$2,917 per night
includes taxes & fees
Blissfully Serene Palm Cottage In Town and 2 Blocks from Beach
Interior
Private kitchen
Pool
Interior
Exceptional
(10 reviews)

Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock

Matlacha

8% off
NZ$5,781
for 7 nights, 1 cottage
NZ$826 per night
includes taxes & fees
Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock
double high ceilings and barn doors in loft kids room.
Games on "Beachy" Backard
Dining
Living Room double ceiling high
Exceptional
(54 reviews)

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

Captiva

8% off
NZ$9,529
for 7 nights, 1 home
NZ$1,361 per night
includes taxes & fees
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Exterior
Pool
Living area
Living area
Exceptional
(25 reviews)

Villa Sunshine, spectacular Bayview, Luxury Pool home

Cape Coral

7% off
NZ$5,106
for 7 nights, 1 home
NZ$729 per night
includes taxes & fees
Villa Sunshine, spectacular Bayview, Luxury Pool home
Exterior detail
Interior
Dining
Exterior detail
Exceptional
(61 reviews)

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

Bokeelia

8% off
NZ$1,090
for 7 nights, 1 cottage
NZ$156 per night
includes taxes & fees
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Room
Living area
Dining
Private kitchen
Exceptional
(20 reviews)

Cape Coral Nature Retreat with Adjacent Boating, Fishing & Trails

Cape Coral

8% off
NZ$3,030
for 7 nights, 1 home
NZ$433 per night
includes taxes & fees
Cape Coral Nature Retreat with Adjacent Boating, Fishing & Trails
Private kitchen
Outdoor dining
Exterior
Dining
Exceptional
(7 reviews)

Turtle House - Waterfront with Dock - Unbelievable Sunset View

Matlacha

16% off
NZ$3,300
for 7 nights, 1 home
NZ$471 per night
includes taxes & fees
Turtle House - Waterfront with Dock - Unbelievable Sunset View
Living area
Interior
Interior
Living area
Exceptional
(15 reviews)

New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS

Matlacha

6% off
NZ$5,809
for 7 nights, 1 home
NZ$830 per night
includes taxes & fees
New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS
Property grounds
So close to our beautiful beach.
Interior
Living area
Exceptional
(48 reviews)

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

Captiva

9% off
NZ$7,990
for 7 nights, 1 home
NZ$1,141 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Private kitchen
Exterior
Pool
Dining
Exceptional
(5 reviews)

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

Captiva

8% off
NZ$8,687
for 7 nights, 1 home
NZ$1,241 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Room
Outdoor dining
Dining
Interior
Exceptional
(27 reviews)

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

Bokeelia

15% off
NZ$1,955
for 7 nights, 1 home
NZ$279 per night
includes taxes & fees
Are you looking for old Florida.? Lower heart rate? No high rises/ traffic?
Living area
Living area
Private kitchen
Property grounds
Excellent
(24 reviews)

Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC

Captiva

8% off
NZ$5,781
for 7 nights, 1 cottage
NZ$826 per night
includes taxes & fees
Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC
Living area
Living area
Interior
Room
Exceptional
(17 reviews)

Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia

Bokeelia

8% off
NZ$3,947
for 7 nights, 1 home
NZ$564 per night
includes taxes & fees
Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia
  • 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)
  • Palmetto-Pine Country Club (12.3 mi / 19.8 km)
  • Mike Greenwell's Bat-A-Ball & Family Fun Park (12.6 mi / 20.3 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)

More holiday ideas