Photo by Vickie Koenig

Best Resorts in Pineland

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Pineland resorts

Exterior
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina
4.0 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1189)
"Friendly staff, fun kid events "
United States
Payge
$249 nightly
The price is $278
Dec 17 - Dec 18
Total with taxes and fees
Pink Shell Beach Resort and Marina
Aerial view
DiamondHead Beach Resort

DiamondHead Beach Resort

DiamondHead Beach Resort
3.5 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (1000)
"Everything about this resort is spectacular! Staff, amenities, room! We had a wonderful stay!"
United States
Minda
$193 nightly
The price is $216
Dec 17 - Dec 18
Total with taxes and fees
DiamondHead Beach Resort
On the beach, white sand, kayaking, motor boating
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa
4.0 star property
Punta Rassa
8.4 out of 10, Very Good, (1003)
"This was thr best place that we have ever stayed at. "
United States
Matthew
$231 nightly
The price is $258
Dec 14 - Dec 15
Total with taxes and fees
Marriott Sanibel Harbour Resort & Spa
Lobby
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa
3.0 star property
Captiva
8.6 out of 10, Excellent, (1001)
"Stunning Beach View great Staff "
United States
Robert
$300 nightly
The price is $334
Dec 24 - Dec 25
Total with taxes and fees
Tween Waters Island Resort & Spa
On the beach
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Captiva
7.8 out of 10, Good, (12)
"Loved being right on the beach! Such a great little place!"
United States
Bryant
$484 nightly
The price is $508
Dec 12 - Dec 13
Total with taxes and fees
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Pool
Waterfront Coconut Cottage in Fort Myers Beach

Waterfront Coconut Cottage in Fort Myers Beach

Waterfront Coconut Cottage in Fort Myers Beach
Fort Myers Beach
$196 nightly
The price is $216
Dec 18 - Dec 19
Total with taxes and fees
Waterfront Coconut Cottage in Fort Myers Beach
3 outdoor pools, cabanas (surcharge), pool umbrellas
South Seas Resort

South Seas Resort

South Seas Resort
3.5 star property
Captiva
8.4 out of 10, Very Good, (1001)
"Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk."
United States
John
$542 nightly
The price is $598
Jan 4 - Jan 5, 2026
Total with taxes and fees
South Seas Resort
Pool
Cozy Boathouse in Fort Myers Beach

Cozy Boathouse in Fort Myers Beach

Cozy Boathouse in Fort Myers Beach
Fort Myers Beach
$303 nightly
The price is $333
Dec 18 - Dec 19
Total with taxes and fees
Cozy Boathouse in Fort Myers Beach
On the beach
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4

Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4

Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
Captiva
8.6 out of 10, Excellent, (9)
"Great spot. Amazing location"
United States
Brandon C.
$599 nightly
The price is $635
Dec 12 - Dec 13
Total with taxes and fees
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
On the beach
Stunning Views Casual Lux Décor - Directly on the Beach Jensen's “On the Gulf” North Beach 2

Stunning Views Casual Lux Décor - Directly on the Beach Jensen's “On the Gulf” North Beach 2

Stunning Views Casual Lux Décor - Directly on the Beach Jensen's “On the Gulf” North Beach 2
Captiva
9.4 out of 10, Exceptional, (9)
"Beautiful beach front. Easy check-in"
United States
Kimberley
$718 nightly
The price is $763
Dec 15 - Dec 16
Total with taxes and fees
Stunning Views Casual Lux Décor - Directly on the Beach Jensen's “On the Gulf” North Beach 2
On the beach
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3

Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3

Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
Captiva
10.0 out of 10, Exceptional, (3)
"The perfect beach getaway for our family"
United States
Anonymous traveler
$629 nightly
The price is $665
Dec 15 - Dec 16
Total with taxes and fees
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
On the beach
Dramatic Gulf View Penthouse - Casual Lux Décor - Jensen's “On the Gulf” - Suite 5

Dramatic Gulf View Penthouse - Casual Lux Décor - Jensen's “On the Gulf” - Suite 5

Dramatic Gulf View Penthouse - Casual Lux Décor - Jensen's “On the Gulf” - Suite 5
Captiva
8.8 out of 10, Excellent, (8)
"The Gulf view and the access to the beach is amazing…cannot be beat! I also loved that we could walk to the Green Flash for fantastic food and drinks (with a view). If I were to note any improvements, there was a Kurig coffee maker with no pods. The regular coffee pot did not have any filters. Overall a fantastic stay!"
United States
Micaela M.
$746 nightly
The price is $794
Dec 16 - Dec 17
Total with taxes and fees
Dramatic Gulf View Penthouse - Casual Lux Décor - Jensen's “On the Gulf” - Suite 5
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pineland Hotel Reviews

Sanibel Island Beach Resort

Sanibel Island Beach Resort

10/10 Excellent
"Courteous staff, easy parking, close beach"
Jenna 1-night trip
Posted 1 day ago
Sanibel Island Beach Resort

Find out more about Pineland

Pineland Resorts information

Number of reviews
5,229
Accommodation
19 Resorts
Lowest Price
$216
Highest Price
$794

Frequently asked questions

What can I expect from a resort vacation in Pineland?
Longing for a relaxing getaway? Treat yourself to all the luxuries and comforts of a resort, where you can find everything you need for your vacation from convenient dining options to activities and shopping. Browse the resort options in the area and discover the one that's best for you, whether you see yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon game.
What's a favorite resort for my stay in Pineland?
Our top-rated resorts near Pineland: DiamondHead Beach Resort - Beach resort. 19.4 mi (31.1 km) from Pineland. Features 2 hot tubs, a fitness center, and beach sun loungers. Popular for its pool. Pink Shell Beach Resort and Marina - Beach resort. 18.1 mi (29.1 km) from Pineland. Has 3 outdoor pools, 3 restaurants, and a marina. Highly rated for its pool. Marriott Sanibel Harbour Resort & Spa - Spa resort. 14.7 mi (23.7 km) from Pineland. Highly rated for its great location. Enjoy the 3 outdoor pools, 4 restaurants, and spa. Tween Waters Island Resort & Spa - Beach resort. 10.7 mi (17.2 km) from Pineland. Amenities include 2 outdoor pools, 3 restaurants, and 2 poolside bars. Casa Playa Beach Resort - Beach resort. 18.3 mi (29.5 km) from Pineland. Access to free self parking and an outdoor pool.
What can I do in Pineland?
Calusa Heritage Trail and Randell Research Center are a few of the interesting sights to visit. In the area, other attractions include Useppa Island and Cabbage Key.
What's the weather like in Pineland?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 68°F. The rainiest months in Pineland are August, June, September, and July, with each month seeing an average of 7 inches of rainfall.
What's the best way to get to and around Pineland?
Fly into Punta Gorda Airport (PGD), which is located 20.1 mi (32.3 km) away from the city center. Otherwise, look for flights into Southwest Florida Intl. Airport (RSW), which is 26.3 mi (42.3 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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