Bokeelia Island holiday lettings

We found 1,079 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Bokeelia Island

Showing deals for:18 Dec - 25 Dec

Front porch, cozy for reading, napping
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
£9,317
for 7 nights, 1 home
£1,331 per night
includes taxes & fees
Blissfully Serene Palm Cottage In Town and 2 Blocks from Beach
Exterior
Pool
Living area
Living area
Exceptional
(25 reviews)

Villa Sunshine, spectacular Bayview, Luxury Pool home

Cape Coral

7% off
£2,220
for 7 nights, 1 home
£317 per night
includes taxes & fees
Villa Sunshine, spectacular Bayview, Luxury Pool home
Exterior detail
Interior
Room
Exterior detail
Exceptional
(61 reviews)

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

Bokeelia

8% off
£465
for 7 nights, 1 cottage
£66 per night
includes taxes & fees
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Property grounds
Private kitchen
Interior
Interior
Exceptional
(10 reviews)

Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock

Matlacha

7% off
£2,587
for 7 nights, 1 cottage
£370 per night
includes taxes & fees
Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock
Dining
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
£4,182
for 7 nights, 1 home
£597 per night
includes taxes & fees
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Property grounds
So close to our beautiful beach.
Interior
Pool
Exceptional
(48 reviews)

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

Captiva

9% off
£3,624
for 7 nights, 1 home
£518 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Living area
Pool and lanai
Master bedroom with access to the lanai. There IS now a 55'' TV.
Kitchen
Exceptional
(44 reviews)

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

Cape Coral

7% off
£1,740
for 7 nights, 1 home
£249 per night
includes taxes & fees
Beautiful modern pool home; Furnished lanai, gas grill; Free Wifi; Nearby park
Room
Outdoor dining
Dining
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
£861
for 7 nights, 1 home
£123 per night
includes taxes & fees
Are you looking for old Florida.? Lower heart rate? No high rises/ traffic?
Marina
Exterior
Private kitchen
Living area
Exceptional
(22 reviews)

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

Punta Gorda

7% off
£1,461
for 7 nights, 1 home
£209 per night
includes taxes & fees
Available winter 25/26! Enjoy this warm, gated marina community next winter!
Interior
Interior
Living area
Private kitchen
Exceptional
(15 reviews)

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

Matlacha

6% off
£2,557
for 7 nights, 1 home
£365 per night
includes taxes & fees
New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS
Living area
Outdoor dining
Exterior
Dining
Exceptional
(7 reviews)

Turtle House - Waterfront with Dock - Unbelievable Sunset View

Matlacha

16% off
£1,453
for 7 nights, 1 home
£208 per night
includes taxes & fees
Turtle House - Waterfront with Dock - Unbelievable Sunset View
Pool
Exterior
Living area
Dining
Exceptional
(5 reviews)

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

Captiva

7% off
£3,986
for 7 nights, 1 home
£569 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Pool
Living area
Marina
Outdoor dining
Exceptional
(11 reviews)

The Perfect Day in Matlacha! Direct Gulf Access!

Cape Coral

6% off
£2,044
for 7 nights, 1 home
£292 per night
includes taxes & fees
The Perfect Day in Matlacha! Direct Gulf Access!
Exterior
Living area
Property grounds
Private kitchen
Excellent
(24 reviews)

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

Captiva

8% off
£2,546
for 7 nights, 1 cottage
£364 per night
includes taxes & fees
Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC
Living area
Living area
Dining
Room
Exceptional
(20 reviews)

Cape Coral Nature Retreat with Adjacent Boating, Fishing & Trails

Cape Coral

7% off
£1,356
for 7 nights, 1 home
£194 per night
includes taxes & fees
Cape Coral Nature Retreat with Adjacent Boating, Fishing & Trails
Interior
Living area
Living area
Private kitchen
Exceptional
(17 reviews)

Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia

Bokeelia

7% off
£1,765
for 7 nights, 1 home
£252 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, 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)
  • 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)
  • Hunters Run Executive Golf Course (13.4 mi / 21.6 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)