1+ Vacation Rentals Near Bokeelia |
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Sailings Canada - Vacation Rentals in Bokeelia

Unique Charlotte Harbor experience on a comfortable Schucker 436 trawler. From US $259
         

New
Boat Rental
Unique Charlotte Harbor experience on a comfortable Schucker 436 trawler.
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Luxury Places to Stay in Bokeelia

Over 254+ Luxury Places to Stay in or Near Bokeelia
Captain's Harbor Condo Relax: on your private screened balcony and enjoy the scenery just outside this gorgeous condo. From US $9,999
         

New
House
Captain's Harbor Condo Relax: on your private screened balcony and enjoy the scenery just outside this gorgeous condo.
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Blue Heron * fish, boat, wine, dine, relax, repeat From US $869
         

9.8 (27 Reviews)
House
Blue Heron * fish, boat, wine, dine, relax, repeat
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  • Parking
  • Pet Friendly

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Waterfront home on Pine Island w/pool From US $836
         

New
House
Waterfront home on Pine Island w/pool
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Oceanfront Multi-Family Retreat . 4 Bed, 4.5 Bath . 2 Fully Equipped Kitchens From US $714
         

10.0 (2 Reviews)
House
Oceanfront Multi-Family Retreat . 4 Bed, 4.5 Bath . 2 Fully Equipped Kitchens
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  • Pet Friendly

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The Barrancas Barnacle! A Private Canal-Front Island Oasis w/Dock, Sleeps 10 From US $713
         

10.0 (14 Reviews)
House
The Barrancas Barnacle! A Private Canal-Front Island Oasis w/Dock, Sleeps 10
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Luxe Pine Island Living: Historic Old Florida Gem! From US $635
         

10.0 (1 Review)
House
Luxe Pine Island Living: Historic Old Florida Gem!
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House in Florida - Gulf of Mexico - Pine Island From US $611
         

New
House
House in Florida - Gulf of Mexico - Pine Island
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The Boat House! Home with 2 Living Spaces in Bokeelia, Sleeps 11! From US $557
         

10.0 (5 Reviews)
House
The Boat House! Home with 2 Living Spaces in Bokeelia, Sleeps 11!
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  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Bokeelia

Over 117+ Top-Rated Vacation Rentals with a Pool in or Near Bokeelia
The Quarterdeck Cottage~Boat dockage available directly across the street From US $245
         

10.0 (52 Reviews)
Cottage
The Quarterdeck Cottage~Boat dockage available directly across the street
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NEW! The “WATERSIDE” COTTAGE~With dockage From US $403
         

10.0 (46 Reviews)
House
NEW! The “WATERSIDE” COTTAGE~With dockage
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Fishing inshore, offshore, with easy access to Charlotte Harbor and Gulf. From US $297
         

10.0 (32 Reviews)
Cottage
Fishing inshore, offshore, with easy access to Charlotte Harbor and Gulf.
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Paradise awaits you at the Bocilla Island Club on Pine Island Florida. From US $234
         

10.0 (32 Reviews)
Condo
Paradise awaits you at the Bocilla Island Club on Pine Island Florida.
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A Little Piece of Paradise just waiting for you! From US $311
         

10.0 (22 Reviews)
House
A Little Piece of Paradise just waiting for you!
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Pine Island Breeze/Bokeelia 1 Bdrm 1 bath From US $193
         

10.0 (22 Reviews)
Apartment
Pine Island Breeze/Bokeelia 1 Bdrm 1 bath
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Waterfront condo located in the waterfront paradise of Bokeelia From US $259
         

10.0 (15 Reviews)
Condo
Waterfront condo located in the waterfront paradise of Bokeelia
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Fishermen's, Golfer's, Boater's, Kayaker's, Birder's & Snowbird's Dream! From US $182
         

10.0 (14 Reviews)
House
Fishermen's, Golfer's, Boater's, Kayaker's, Birder's & Snowbird's Dream!
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Pet-Friendly Vacation Rentals in Bokeelia

Over 85+ Pet-Friendly Vacation Rentals in or Near Bokeelia
Bokeelia Cottage w/Private Pool From US $195
         

9.4 (26 Reviews)
House
Bokeelia Cottage w/Private Pool
  • Air Conditioner
  • Pet Friendly
  • Pool

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MALU LANI Inn & Marina From US $232
         

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8.0 (1 Review)
Apartment
MALU LANI Inn & Marina
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Prettiest Sunset View Pine Island Waterfront Home on Water Paradise w/Golf Cart From US $279
         

9.4 (55 Reviews)
House
Prettiest Sunset View Pine Island Waterfront Home on Water Paradise w/Golf Cart
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Beautiful Bokeelia! Fishing dream! Bring your boat and your dog From US $263
         

10.0 (26 Reviews)
Apartment
Beautiful Bokeelia! Fishing dream! Bring your boat and your dog
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Welcome to our piece of Paradise! Great location for everything Pine Island 🎣👙🩳🚤 From US $326
         

10.0 (9 Reviews)
House
Welcome to our piece of Paradise! Great location for everything Pine Island 🎣👙🩳🚤
  • Air Conditioner
  • Parking
  • Pet Friendly

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Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia From US $315
         

10.0 (7 Reviews)
House
Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia
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Antigua Cay Retreat is a stylish home with pool on deep water canal in Bokeelia From US $400
         

10.0 (5 Reviews)
House
Antigua Cay Retreat is a stylish home with pool on deep water canal in Bokeelia
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  • Pet Friendly

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Brand New Build, 3/3 Heart of Bokeelia! Boat Ramp Across the Street! From US $350
         

10.0 (4 Reviews)
House
Brand New Build, 3/3 Heart of Bokeelia! Boat Ramp Across the Street!
  • Air Conditioner
  • Pet Friendly
  • TV

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Large Vacation Homes & Villas in Bokeelia

Over 8+ Large Vacation Homes & Villas in or Near Bokeelia
Luxury Island Escape @ Palm Tree Villa: Private Rooftop Deck & Saltwater Pool From US $428
         

10.0 (3 Reviews)
Villa
Luxury Island Escape @ Palm Tree Villa: Private Rooftop Deck & Saltwater Pool
  • Air Conditioner
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  • Pool

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The Bokeelia Boathouse, waterfront, Boat Dock, Pine Island, Florida From US $332
         

9.8 (87 Reviews)
Villa
The Bokeelia Boathouse, waterfront, Boat Dock, Pine Island, Florida
  • Air Conditioner
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Boater’s Paradise! Beautiful Home on the Water with 2 Boat Lifts & Dockage Space From US $395
         

9.6 (18 Reviews)
House
Boater’s Paradise! Beautiful Home on the Water with 2 Boat Lifts & Dockage Space
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The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub From US $304
         

9.4 (8 Reviews)
House
The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub
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  • Pet Friendly

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Bokeelia Oasis! Heated Pool, Sleeps 12! From US $285
         

8.0 (3 Reviews)
House
Bokeelia Oasis! Heated Pool, Sleeps 12!
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  • Pet Friendly

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Osprey Lake House From US $479
         

10.0 (1 Review)
House
Osprey Lake House
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Island Life! Great Fishing - Unique 2 Home Property w/Heated Pool -Tropical Breeze Villa 1 - Roelens From US $389
         

New
House
Island Life! Great Fishing - Unique 2 Home Property w/Heated Pool -Tropical Breeze Villa 1 - Roelens
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3-bedroom pool house in charming Bokeelia with AC, WiFi. Beautiful, peaceful, From US $274
         

New
House
3-bedroom pool house in charming Bokeelia with AC, WiFi. Beautiful, peaceful,
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Wheelchair Accessible Vacation Homes in Bokeelia

Over 9+ Wheelchair Accessible Vacation Homes in or Near Bokeelia
Condo in Four Winds! 2/2 Incredible Water Views! From US $229
         

8.6 (8 Reviews)
Condo
Condo in Four Winds! 2/2 Incredible Water Views!
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Bowline Oasis From US $369
         

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New
House
Bowline Oasis
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  • Pet Friendly
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Bokeelia Bliss! 3/3 Heated Pool, Boat Ramp Included! From US $285
         

8.6 (4 Reviews)
House
Bokeelia Bliss! 3/3 Heated Pool, Boat Ramp Included!
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Salty Salutations From US $354
         

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New
House
Salty Salutations
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility

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Best Pine Island Location In The Beautiful Bocilla Island Club Bokeelia From US $160
         

4.9 (89 Reviews)
Condo
Best Pine Island Location In The Beautiful Bocilla Island Club Bokeelia
  • Air Conditioner
  • Pool
  • TV

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Pet-friendly, spacious, peaceful, serene, perfect for relaxing From US $162
         

5.0 (10 Reviews)
House
Pet-friendly, spacious, peaceful, serene, perfect for relaxing
  • Air Conditioner
  • Pet Friendly
  • Pool

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Best location on Pine Island on Jug Creek in the Bocilla Island Club Unit I-49 From US $180
         

4.9 (52 Reviews)
Condo
Best location on Pine Island on Jug Creek in the Bocilla Island Club Unit I-49
  • Air Conditioner
  • Pool
  • Wheelchair Accessible

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Weekly Rental in Bokeelia! Captain's Cove Community! From US $195
         

New
House
Weekly Rental in Bokeelia! Captain's Cove Community!
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Bokeelia Vacation Rentals and Airbnb Places to Stay Under $200

Over 91+ Bokeelia Vacation Rentals and Airbnb Places to Stay Under $200
Island Cottage-boat ramp end of street! Walk to Jug Creek Marina! From US $171
         

10.0 (28 Reviews)
Cottage
Island Cottage-boat ramp end of street! Walk to Jug Creek Marina!
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The Round House From US $180
         

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10.0 (3 Reviews)
House
The Round House
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Paradise at Serenity Cove From US $166
         

10.0 (24 Reviews)
House
Paradise at Serenity Cove
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The Island House on Pine Islandnwith heat-pump heated most privacy pool From US $187
         

10.0 (4 Reviews)
House
The Island House on Pine Islandnwith heat-pump heated most privacy pool
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Bocilla Island Club Unit H-42 From US $182
         

10.0 (1 Review)
Condo
Bocilla Island Club Unit H-42
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Charming 2-bedroom condo in a beautiful Bokeelia waterfront community! From US $128
         

10.0 (1 Review)
Condo
Charming 2-bedroom condo in a beautiful Bokeelia waterfront community!
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Bocilla Island Club - Newly Renovated Condo From US $170
         

9.2 (7 Reviews)
Condo
Bocilla Island Club - Newly Renovated Condo
  • Air Conditioner
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Tiki Hut Paradise 4-bedroom Bokeelia House in the Sky w/Golfcart on Island Time From US $170
         

9.0 (6 Reviews)
House
Tiki Hut Paradise 4-bedroom Bokeelia House in the Sky w/Golfcart on Island Time
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Instantly Bookable Vacation Homes in Bokeelia

Over 119+ Instantly Bookable Vacation Homes in or Near Bokeelia
Direct water access to Charlotte Harbor and Gulf of Mexico with no bridges. From US $286
         

10.0 (32 Reviews)
House
Direct water access to Charlotte Harbor and Gulf of Mexico with no bridges.
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Stunning Nature! Waterfront! Prime Fishing! Bring Boat. Free Bikes, SUP, Kayak. From US $372
         

10.0 (28 Reviews)
House
Stunning Nature! Waterfront! Prime Fishing! Bring Boat. Free Bikes, SUP, Kayak.
  • Air Conditioner
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  • TV

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Well Equipped Pet/Smoke Free Family Home - bring your boat! From US $225
         

10.0 (25 Reviews)
House
Well Equipped Pet/Smoke Free Family Home - bring your boat!
  • Air Conditioner
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Boater's Dream Nestled On a Wide Gulf Access Canal - Bokeelia Breeze From US $524
         

10.0 (5 Reviews)
House
Boater's Dream Nestled On a Wide Gulf Access Canal - Bokeelia Breeze
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Beautiful 3/3 Island Retreat with Heated Pool, Dock & Private Boat Ramp. From US $301
         

10.0 (4 Reviews)
House
Beautiful 3/3 Island Retreat with Heated Pool, Dock & Private Boat Ramp.
  • Air Conditioner
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Direct Gulf Access Waterfront Charming Home. Best fishing and location. From US $222
         

10.0 (3 Reviews)
House
Direct Gulf Access Waterfront Charming Home. Best fishing and location.
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Waterfront condo with easy water access to world class fishing and sightseeing. From US $206
         

10.0 (2 Reviews)
Condo
Waterfront condo with easy water access to world class fishing and sightseeing.
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Large home on private penninsula with waterfront and views on three sides. From US $362
         

10.0 (1 Review)
House
Large home on private penninsula with waterfront and views on three sides.
  • Air Conditioner
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About Bokeelia Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sailings Bokeelia, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bokeelia. Places to stay near Bokeelia are 43 ft² on average, with prices averaging $259 a night.

Sailings makes it easy and safe to find and compare vacation rentals in Bokeelia with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Bokeelia

Type Count

Use these Quick Filters to Find a Vacation Rental in Bokeelia

★ Pro Tip: Sailings makes it easy to compare the best listings on Sailings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sailings homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bokeelia.

Weather in Bokeelia

View the weather forecast for Bokeelia before booking your Bokeelia Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Bokeelia, FL

Sailings offers a large selection of top attractions around Bokeelia. Research things to do on your vacation before you visit Bokeelia.


Native Attitude Fishing Charters Useppa Museum Randell Research Center Koucky Gardens & Gallery Museum of the Islands Englewood Beach Captiva Beach Sanibel Island Southern Beach Times Square Fishing Pier Fort Myers Beach Fishermen's Village Bowman's Beach Boca Grande Beach Edison and Ford Winter Estates Sanibel Island Lighthouse Bell Tower Shops Fort Myers Country Club CenturyLink Sports Complex Sanibel Island Golf Club Gasparilla Island State Park

Other Places to Stay Near Bokeelia, FL


Pineland 234 Properties Randell Research Center 216 Properties Alden Pines 206 Properties Captains Cove 198 Properties Goodwins Island 197 Properties Seagull Bay 184 Properties Useppa Museum 183 Properties Museum of the Islands 163 Properties Koucky Gardens & Gallery 107 Properties Pine Island Center 106 Properties Native Attitude Fishing Charters 85 Properties

Complexes around Bokeelia, FL


Bocilla Island Club Bokeelia 2 Properties Bokeelia 1 Properties

Bokeelia Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Bokeelia?

Currently, the total number of properties listed in 2026 is over 1 in the Bokeelia area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bokeelia.