1+ Vacation Rentals Near Pineland |
  1. USA
  2. Florida
  3. Fort Myers
  4. Pineland

Sequoia Cabins - Vacation Rentals in Pineland

Welcome to Historic Pineland Florida, Island time really does start here. From US $413
         

New
Cabin
Welcome to Historic Pineland Florida, Island time really does start here.
  • Air Conditioner
  • Parking
  • Security/Safety

View Availability
See More Pineland Vacation Rentals

Luxury Places to Stay in Pineland

Over 228+ Luxury Places to Stay in or Near Pineland
Captain's Harbor Condo Relax: on your private screened balcony and enjoy the scenery just outside this gorgeous condo. From US $11,154
         

New
House
Captain's Harbor Condo Relax: on your private screened balcony and enjoy the scenery just outside this gorgeous condo.
  • Air Conditioner
  • Parking
  • Pool

View Availability
Blue Heron * fish, boat, wine, dine, relax, repeat From US $869
         

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

View Availability
Large home on private penninsula with waterfront and views on three sides. From US $836
         

10.0 (1 Review)
House
Large home on private penninsula with waterfront and views on three sides.
  • Air Conditioner
  • Parking
  • TV

View Availability
The Barrancas Barnacle! A Private Canal-Front Island Oasis w/Dock, Sleeps 10 From US $744
         

10.0 (14 Reviews)
House
The Barrancas Barnacle! A Private Canal-Front Island Oasis w/Dock, Sleeps 10
  • Air Conditioner
  • Parking
  • Pool

View Availability
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
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Boater's Dream Nestled On a Wide Gulf Access Canal - Bokeelia Breeze From US $640
         

10.0 (5 Reviews)
House
Boater's Dream Nestled On a Wide Gulf Access Canal - Bokeelia Breeze
  • Air Conditioner
  • Parking
  • Pool

View Availability
Luxe Pine Island Living: Historic Old Florida Gem! From US $635
         

10.0 (1 Review)
House
Luxe Pine Island Living: Historic Old Florida Gem!
  • Air Conditioner
  • Parking
  • TV

View Availability
House in Florida - Gulf of Mexico - Pine Island From US $604
         

New
House
House in Florida - Gulf of Mexico - Pine Island
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
See More Pineland Luxury Vacation Rentals
Find More Pineland Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Pineland

Over 106+ Top-Rated Vacation Rentals with a Pool in or Near Pineland
The Quarterdeck Cottage~Boat dockage available directly across the street From US $240
         

10.0 (47 Reviews)
Cottage
The Quarterdeck Cottage~Boat dockage available directly across the street
  • Air Conditioner
  • Parking
  • Pool

View Availability
NEW! The “WATERSIDE” COTTAGE~With dockage From US $432
         

10.0 (44 Reviews)
House
NEW! The “WATERSIDE” COTTAGE~With dockage
  • Air Conditioner
  • Parking
  • Pool

View Availability
Direct water access to Charlotte Harbor and Gulf of Mexico with no bridges. From US $286
         

10.0 (31 Reviews)
House
Direct water access to Charlotte Harbor and Gulf of Mexico with no bridges.
  • Air Conditioner
  • Parking
  • Pool

View Availability
Paradise awaits you at the Bocilla Island Club on Pine Island Florida. From US $234
         

10.0 (31 Reviews)
Condo
Paradise awaits you at the Bocilla Island Club on Pine Island Florida.
  • Air Conditioner
  • Parking
  • Pool

View Availability
A Little Piece of Paradise just waiting for you! From US $256
         

10.0 (22 Reviews)
House
A Little Piece of Paradise just waiting for you!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Waterfront condo located in the waterfront paradise of Bokeelia From US $286
         

10.0 (14 Reviews)
Condo
Waterfront condo located in the waterfront paradise of Bokeelia
  • Air Conditioner
  • Parking
  • Pool

View Availability
Fishermen's, Golfer's, Boater's, Kayaker's, Birder's & Snowbird's Dream! From US $182
         

10.0 (13 Reviews)
House
Fishermen's, Golfer's, Boater's, Kayaker's, Birder's & Snowbird's Dream!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Condo w use of a 10k boat lift. 5min to open water. Tarpon capital 15min away From US $270
         

10.0 (12 Reviews)
House
Condo w use of a 10k boat lift. 5min to open water. Tarpon capital 15min away
  • Air Conditioner
  • Parking
  • Pool

View Availability
See More Pineland Vacation Rentals with a Pool

Pet-Friendly Vacation Rentals in Pineland

Over 75+ Pet-Friendly Vacation Rentals in or Near Pineland
Bokeelia Cottage w/Private Pool From US $220
         

9.2 (23 Reviews)
House
Bokeelia Cottage w/Private Pool
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
Bowline Oasis From US $369
         

|
New
House
Bowline Oasis
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
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
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Beautiful Bokeelia! Fishing dream! Bring your boat and your dog From US $263
         

10.0 (23 Reviews)
Apartment
Beautiful Bokeelia! Fishing dream! Bring your boat and your dog
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia From US $333
         

10.0 (6 Reviews)
House
Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
The Boat House! Home with 2 Living Spaces in Bokeelia, Sleeps 11! From US $552
         

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

View Availability
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
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Welcome to our piece of Paradise! Great location for everything Pine Island 🎣👙🩳🌴 From US $362
         

10.0 (4 Reviews)
House
Welcome to our piece of Paradise! Great location for everything Pine Island 🎣👙🩳🌴
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Pet-Friendly Vacation Rentals in Pineland on PetFriendly.io

Large Vacation Homes & Villas in Pineland

Over 8+ Large Vacation Homes & Villas in or Near Pineland
Luxury Island Escape @ Palm Tree Villa: Private Rooftop Deck & Saltwater Pool From US $503
         

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

View Availability
The Bokeelia Boathouse, waterfront, Boat Dock, Pine Island, Florida From US $350
         

9.8 (83 Reviews)
Villa
The Bokeelia Boathouse, waterfront, Boat Dock, Pine Island, Florida
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Boater’s Paradise! Beautiful Home on the Water with 2 Boat Lifts & Dockage Space From US $395
         

9.6 (17 Reviews)
House
Boater’s Paradise! Beautiful Home on the Water with 2 Boat Lifts & Dockage Space
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub From US $309
         

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

View Availability
Bokeelia Oasis! Heated Pool, Sleeps 12! From US $279
         

4.0 (1 Review)
House
Bokeelia Oasis! Heated Pool, Sleeps 12!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Osprey Lake House From US $457
         

10.0 (1 Review)
House
Osprey Lake House
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
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
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
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,
  • Air Conditioner
  • Pet Friendly
  • View

View Availability
See More Family Vacation Rentals in Pineland on FVR

Wheelchair Accessible Vacation Homes in Pineland

Over 9+ Wheelchair Accessible Vacation Homes in or Near Pineland
Salty Salutations From US $354
         

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

View Availability
Bokeelia Bliss! 3/3 Heated Pool, Boat Ramp Included! From US $271
         

9.4 (3 Reviews)
House
Bokeelia Bliss! 3/3 Heated Pool, Boat Ramp Included!
  • Air Conditioner
  • Parking
  • Pool

View Availability
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!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Beautiful waterfront condo with gulf access From US $229
         

New
Condo
Beautiful waterfront condo with gulf access
  • Air Conditioner
  • Parking
  • Pool

View Availability
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

View Availability
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

View Availability
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

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

New
House
Weekly Rental in Bokeelia! Captain's Cove Community!
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Properties

Pineland Varoom and Airbnb Places to Stay Under $200

Over 74+ Pineland Varoom and Airbnb Places to Stay Under $200
Angler's Retreat! From US $105
         

9.7 (3 Reviews)
House
Angler's Retreat!
  • Air Conditioner
  • Parking
  • Security/Safety

View Availability
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!
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
Paradise at Serenity Cove From US $166
         

10.0 (23 Reviews)
House
Paradise at Serenity Cove
  • Air Conditioner
  • Parking
  • TV

View Availability
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa From US $190
         

10.0 (11 Reviews)
Apartment
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
  • Air Conditioner
  • TV
  • Security/Safety

View Availability
The Island House on Pine Islandnwith heat-pump heated most privacy pool From US $200
         

10.0 (3 Reviews)
House
The Island House on Pine Islandnwith heat-pump heated most privacy pool
  • Air Conditioner
  • Parking
  • Pool

View Availability
Bocilla Island Club H-43 From US $182
         

10.0 (2 Reviews)
Condo
Bocilla Island Club H-43
  • Air Conditioner
  • Parking
  • Pool

View Availability
Tiki Hut Paradise 4-bedroom Bokeelia House in the Sky w/Golfcart on Island Time From US $184
         

10.0 (1 Review)
House
Tiki Hut Paradise 4-bedroom Bokeelia House in the Sky w/Golfcart on Island Time
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

View Availability
Bocilla Island Club Unit H-42 From US $182
         

10.0 (1 Review)
Condo
Bocilla Island Club Unit H-42
  • Air Conditioner
  • Parking
  • Pool

View Availability
See More Pineland Vacation Rental Deals

Instantly Bookable Vacation Homes in Pineland

Over 105+ Instantly Bookable Vacation Homes in or Near Pineland
Stunning Nature! Waterfront! Prime Fishing! Bring Boat. Free Bikes, SUP, Kayak. From US $379
         

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

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

10.0 (23 Reviews)
House
Well Equipped Pet/Smoke Free Family Home - bring your boat!
  • Air Conditioner
  • Parking
  • TV

View Availability
2 Mi to Boat Ramp: Home in Bokeelia From US $329
         

10.0 (3 Reviews)
House
2 Mi to Boat Ramp: Home in Bokeelia
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Coastal Comfort in Bokeelia – Pet Friendly w/Pool & Boat Ramp Access! From US $371
         

10.0 (2 Reviews)
House
Coastal Comfort in Bokeelia – Pet Friendly w/Pool & Boat Ramp Access!
  • Pet Friendly
  • Pool
  • TV

View Availability
Waterfront condo with easy water access to world class fishing and sightseeing. From US $202
         

10.0 (2 Reviews)
Condo
Waterfront condo with easy water access to world class fishing and sightseeing.
  • Air Conditioner
  • Parking
  • Pool

View Availability
Redfish suite a Welcoming 1-bedroom unit in a beach lodge right on the water From US $235
         

10.0 (1 Review)
Apartment
Redfish suite a Welcoming 1-bedroom unit in a beach lodge right on the water
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

View Availability
3 Minutes to Open Water! Great Fishing Retreat on Gulf-Access Canal! Over $125 Free Daily Activities From US $261
         

9.8 (74 Reviews)
House
3 Minutes to Open Water! Great Fishing Retreat on Gulf-Access Canal! Over $125 Free Daily Activities
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
Bokeelia Island Oasis: Waterfront, Private Dock! From US $390
         

9.8 (32 Reviews)
House
Bokeelia Island Oasis: Waterfront, Private Dock!
  • Air Conditioner
  • Parking
  • Pool

View Availability
See More Pineland Short-Term Vacation Rentals

About Pineland Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sequoiacabins Pineland, 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 Pineland. Places to stay near Pineland with prices averaging $413 a night.

Sequoiacabins makes it easy and safe to find and compare vacation rentals in Pineland 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 Pineland

Type Count
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Pineland

★ Pro Tip: Sequoiacabins makes it easy to compare the best listings on Sequoiacabins homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sequoiacabins 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 Pineland.

Weather in Pineland

View the weather forecast for Pineland before booking your Pineland 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 Pineland, FL

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


Randell Research Center 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 Sanibel Island Golf Club Gasparilla Island State Park Don Pedro Island State Park San Carlos Island Bunche Beach Centennial Park Sun Splash Water Park Florida Southwestern State College

Other Places to Stay Near Pineland, FL


Randell Research Center 216 Properties Alden Pines 198 Properties