We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Vacation Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
CAD
Sign in
Pineland
Hotels
Things to Do
Restaurants
Flights
Vacation Rentals
Cruises
Rental Cars
Forums
Inbox
See all
Sign in
to get trip updates and message other travellers.
Vacation Rentals in Pineland, FL
Vacation Rentals
USA
Florida (FL)
Vacation Rentals in Pineland, FL
Search
Owner log in
Pineland
Vacation Rentals
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Air Conditioning (131)
Washer/Dryer (131)
Internet or Wifi (129)
Grill (129)
Show all
Suitability
Kid friendly (129)
Pet friendly (24)
Smoking allowed (5)
Wheelchair access (0)
Show more
Property type
Vacation Rental House (131)
Condominium/Apartment (0)
Cabin Vacation Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (38)
Boat Available (26)
Private Chef (0)
Private Beach (0)
Show all
Distance from
5 km
Randell Research Center
Action Boat Rentals of Pine Island
Island Girl Charters
Show all
131 rentals
in Pineland.
APRIL SPECIALS! Rainbows End Beach Front Home! Private and PERFECT!
23
Holiday Rental House
View on map
2 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
LUXURY ISLAND RENTAL/CLUB w/POOL, KAYAKS, 4BR PRIV BEACH ACCESS, BOAT DOCK
15
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
20
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
New luxury pool home, 2 min to beach, 360 water views, club available
29
Holiday Rental House
View on map
7 bedrooms
6 bathrooms
Sleeps 19
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
NEW LISTING! BEACH PARADISE: BEACHFRONT, SLEEPS 10, 2 CARTS, POOL, GAMES, & FUN
5
Holiday Rental House
View on map
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-4&6, Island Club
10
Holiday Rental House
View on map
6 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
10
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
“Viva Captiva” - Vibrant beachfront home, 150 steps to the Gulf of Mexico
9
Holiday Rental House
View on map
3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Includes 3 Pools, Kayaks, Tennis, Club Access.5 min walk to Beach.Dock Available
25
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Prime Spot on Pristine North Captiva Island. Private Elevated Pool & Deck!
11
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
New! Modern 3 Bed Townhome on North Captiva Island w/Beachfront views
10
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Near beach, includes golf cart , bikes , kayaks and pool , 5 stars
10
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
North Captiva Fish Camp
15
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Paradise 3-BR 2-BA steps to the beach, private pool surrounded by nature!
6
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
HUGE LUXURY HOME ELEVATOR/PRIVATE POOL&BEACH ACCESS/CLUB AMENITIES
4
Holiday Rental House
View on map
4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
"PERFECT SHELL"LUXURY HOUSE STEPS 2 OCEAN*LRG POOL*FRONT BALCONY*AMENITY
27
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Sanderella- Ocean Front Vacation Home w/ Large Private Beach
2
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Solitude North Captiva 2 Carts, Dock, Private Pool, Club, Sleeps 12
4
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Perfect Placement, Beautiful Ocean Front Home
6
Holiday Rental House
View on map
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
2B/2B Private Heated Pool, Golf Cart, Club Access, Games,
10
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
BEAUTIFUL OCEANFRONT BEACH LOCATION - View dolphins & Manatees from Living Room!
15
Holiday Rental House
View on map
6 bedrooms
3 bathrooms
Sleeps 18
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
"FLORIDAYS" Newly Completed Private Beach House w/ Heated Pool & Spa. 2 Carts
10
Holiday Rental House
View on map
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Rockstar Beach House North Captiva Island 199per night special for next 2 weeks!
131
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
North Captiva Island Beach House/60 Second Walk to 4 Miles of Awesome Beaches
67
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Private beach oasis -- 2-minute walk to the ocean! w/ Golf Cart & Club Access
14
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Windows on the Water "W.O.W" An ocean front oasis!
16
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beachy Keen, newly constructed pool home near beach
14
Holiday Rental House
View on map
3 bedrooms
4 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Ocean views, sleeps 10, heated pool, 2 golf carts
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
5
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beach's Edge, On the beach
103
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Oceanfront Luxury Home with Secluded Private Beach
88
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Romantic beach home with golf cart Remodeled Coastal charm
10
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Newly Renovated Island Pool Home
10
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
STEPS TO THE BEACH - Private Heated Pool
10
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Gorgeous Home - Captivating Cabana! Steps to pool, short golf cart ride to beach
10
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
The Blue Pearl-walk to beach, 3B/2B with screened porch, and NCIC (pools
7
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Dolphin Cottage: Beachfront Home With Stunning Views
11
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
LaySea 8 - Across from Nature Preserve and steps to the best beach!
10
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Quiet, clean townhouse. Relaxing winner. Harbor view, short Gulf walk…
13
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Modern Renovation~Club Pool� Kayaks Golf Cart� Boat Dock⛵️ Private Beach️
2
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
New Listing!! Dolphin Watch-3 Bedroom Beach Front on North Captiva
3
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Treetops: Comfortable Island Home with Golf Cart Included
7
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Secluded Island Beach Home - Starcut Cottage
7
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Linesider Hideaway Beach House - North Captiva Island
6
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
10
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Island Daze: Modernized Kitchen and Endless Relaxation
3
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
“Coral Cottage”A Cottage Secluded in Palms with a Jacuzzi 2 minute walk 2
2
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
SeaStar North Captiva, Private Pool, Near Beach
3
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Gorgeous, Peaceful Island Retreat-3 Bedroom-2 Bath
6
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
North Captiva Island- Ocean bay views and modern decor. Two new carts!
6
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
2
3
Showing results 1-50 of 131
Frequently Asked Questions about Pineland
Do any vacation rentals in Pineland have a pool?
Yes, here are some popular vacation rentals in Pineland that have a pool:
APRIL SPECIALS! Rainbows End Beach Front Home! Private and PERFECT!
LUXURY ISLAND RENTAL/CLUB w/POOL, KAYAKS, 4BR PRIV BEACH ACCESS, BOAT DOCK
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
See all vacation rentals with a pool in Pineland on Tripadvisor
Do any vacation rentals in Pineland have internet access?
Yes, here are some popular vacation rentals in Pineland that have internet access:
APRIL SPECIALS! Rainbows End Beach Front Home! Private and PERFECT!
LUXURY ISLAND RENTAL/CLUB w/POOL, KAYAKS, 4BR PRIV BEACH ACCESS, BOAT DOCK
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
See all vacation rentals in Pineland on Tripadvisor
What are the best pet friendly rentals in Pineland?
The best pet friendly rentals in Pineland are:
APRIL SPECIALS! Rainbows End Beach Front Home! Private and PERFECT!
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
HUGE LUXURY HOME ELEVATOR/PRIVATE POOL&BEACH ACCESS/CLUB AMENITIES
See all pet friendly vacation rentals in Pineland on Tripadvisor
What are some great rentals in Pineland that are kid friendly?
Some of the most popular kid friendly rentals in Pineland are:
APRIL SPECIALS! Rainbows End Beach Front Home! Private and PERFECT!
LUXURY ISLAND RENTAL/CLUB w/POOL, KAYAKS, 4BR PRIV BEACH ACCESS, BOAT DOCK
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
See all kid friendly vacation rentals in Pineland on Tripadvisor
Pineland
Pineland Tourism
Pineland Hotels
Pineland Vacation Rentals
Flights to Pineland
Pineland Restaurants
Pineland Attractions
Pineland Travel Forum
Pineland Photos
Pineland Map
Pineland Guide
Hotels
All Pineland Hotels
Pineland Hotel Deals
By Hotel Class
5-stars Hotels in Pineland
4-stars Hotels in Pineland
3-stars Hotels in Pineland
Popular Pineland Categories
Romantic Hotels Pineland
Near Airports
Hotels near (RSW) Southwest Florida Regional Airport
Hotels near (PGD) Charlotte County Airport
Things to Do
Restaurants
Flights
Vacation Rentals
Places of Interest
Vacation Rentals near Cayo Costa State Park
Vacation Rentals near Berts Bar
Vacation Rentals near Alden Pines Country Club
Vacation Rentals near Sirenia Vista Park
Airports
Vacation Rentals near Southwest Florida Regional Airport
Vacation Rentals near Charlotte County Airport
Travel Stories
Cruises
Rental Cars
More
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories