Holiday Homes in Pine Island

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Pine Island

Top Location w/direct gulf access. Newly renovated kitchen and bathrooms
Terrace/patio

Top Location w/direct gulf access. Newly renovated kitchen and bathrooms

9.8 out of 10, Exceptional, (63)
"This is a great property. Quiet neighborhood which we wanted and yet close enough to everything we needed. Owner is available and helpful and on top of any problem immediately! Well stocked with everything needed. Comfortable beds. Plenty of storage areas for your things!! We were blessed with great weather to enjoy the beautiful lanai! We hope to be back next year to enjoy again!"
Top Location w/direct gulf access. Newly renovated kitchen and bathrooms
South Seas Bayside Villa 5130: Your Perfect Island Retreat
A heated pool

South Seas Bayside Villa 5130: Your Perfect Island Retreat

8.6 out of 10, Excellent, (14)
"Beautiful apartment "
South Seas Bayside Villa 5130: Your Perfect Island Retreat
120 steps to beach! Safely on the beach side of the road!
On the beach, sun-loungers, beach towels

120 steps to beach! Safely on the beach side of the road!

9.8 out of 10, Exceptional, (181)
"House was nice and had great location!"
120 steps to beach! Safely on the beach side of the road!
3-bedroom vacation home just steps from Periwinkle Way
Fridge, microwave, oven, stovetop

3-bedroom vacation home just steps from Periwinkle Way

2.0 star property
10.0 out of 10, Exceptional, (4)
"We love Sanibel Island. But this place was really nice. Very clean. Easy to find and access with the clear instructions from Denise. Spacious and had all the amenities we needed. Communication was outstanding as well. "
3-bedroom vacation home just steps from Periwinkle Way
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
Outdoor pool, a heated pool

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

10.0 out of 10, Exceptional, (41)
"We had a wonderful time!"
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.
Beach nearby, sun-loungers, beach towels

Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

10.0 out of 10, Exceptional, (94)
"Wonderful property and owner!"
Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.
5 Kings/w/En-Suites, 5 MIn. Gulf Access, Private Retreat with Southern Exposure
A heated pool

5 Kings/w/En-Suites, 5 MIn. Gulf Access, Private Retreat with Southern Exposure

9.8 out of 10, Exceptional, (151)
"The house was great for our stay. Loved it that most rooms had their own bathroom. "
5 Kings/w/En-Suites, 5 MIn. Gulf Access, Private Retreat with Southern Exposure
Steps to BEACH/POOL/Times square
Beach nearby

Steps to BEACH/POOL/Times square

9.8 out of 10, Exceptional, (11)
"We really enjoy staying at this property. It was very clean, comfortable, and with everything you need to enjoy your stay, complete kitchen, bathroom with shampoo and conditioner, beach towels. Very well located, walking distance to beach and downtown/restaurants. I would stay here again."
Steps to BEACH/POOL/Times square
3132 Beachfront 5BR: Heated Pool, Spa, Elevator, Views
Outdoor dining

3132 Beachfront 5BR: Heated Pool, Spa, Elevator, Views

9.8 out of 10, Exceptional, (6)
"This was a great house for a 3 generation family Christmas. Being on the beach and having a pool was wonderful. Home is very spacious. Did have some problems/concerns. On our first night there was no way to secure the home. The front door locked but there was no lock on the back door. Called the emergency number but it was 9pm, the best they could do was send someone to put a lock on in the morning. A bit scary with 2 babies in the house but we made it thru and they did send someone in...
3132 Beachfront 5BR: Heated Pool, Spa, Elevator, Views
South Seas Beach Villa 2418 Coastal Luxury
On the beach, beach umbrellas

South Seas Beach Villa 2418 Coastal Luxury

9.8 out of 10, Exceptional, (77)
"Wonderful property for a few days away. "
South Seas Beach Villa 2418 Coastal Luxury
NEW 7.5M LUXURY HIGH END WATERFRONT Home w/ Amazing views! SHORT WALK TO BEACH
Outdoor pool, a heated pool

NEW 7.5M LUXURY HIGH END WATERFRONT Home w/ Amazing views! SHORT WALK TO BEACH

10.0 out of 10, Exceptional, (24)
"We had a great time staying in Bonita Springs at this property. Amanda was super responsive and has thought about everything. From beach toys to shampoo it’s all part of the experience. If you are looking for a very comfortable place for a large group this is perfect. "
NEW 7.5M LUXURY HIGH END WATERFRONT Home w/ Amazing views! SHORT WALK TO BEACH
Walk to Beach, Pool+Hot Tub, Game Room | Captiva 5BDR | Coco Mango by AvantStay
Dining

Walk to Beach, Pool+Hot Tub, Game Room | Captiva 5BDR | Coco Mango by AvantStay

9.2 out of 10, Wonderful, (9)
"Loved the house! Was in a great location and enough space for the entire family."
Walk to Beach, Pool+Hot Tub, Game Room | Captiva 5BDR | Coco Mango by AvantStay
Chic Remodel! Gulf-Access Waterfront! Heated Pool, Kayak, Bikes & Over $125 of Free Daily Activities
A heated pool

Chic Remodel! Gulf-Access Waterfront! Heated Pool, Kayak, Bikes & Over $125 of Free Daily Activities

9.8 out of 10, Exceptional, (41)
"Perfect location and beautiful view! We even saw dolphins in the lake! House was perfect for us and very clean and we loved the layout. We felt at home!"
Chic Remodel! Gulf-Access Waterfront! Heated Pool, Kayak, Bikes & Over $125 of Free Daily Activities
4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!
Outdoor dining

4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!

10.0 out of 10, Exceptional, (5)
"This is an excellent property! We had a fantastic stay!"
4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites
Outdoor pool, a heated pool

NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

3.0 star property
9.8 out of 10, Exceptional, (13)
"Stunning home with all brand new everything!! The neighborhood was peaceful and beautiful as well. Very close to tons of places to eat, explore and have fun! We spent a lot of time in the pool and spa, very clean and very relaxing. "
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites
Aug Sept Discount! Close to Beach - Fully Stocked Game Room - Heated Pool!
Fridge, microwave, oven, stovetop

Aug Sept Discount! Close to Beach - Fully Stocked Game Room - Heated Pool!

10.0 out of 10, Exceptional, (24)
"We loved staying at this property. The house was spotless with every amenity a family could need. The location cannot be beat! Direct shot to Naples, Bonita Beach, all of the restaurants and stores. It was so nice to have the lanai and pool for our kids to unwind after the beach. Our host was incredibly helpful, friendly and communicative from the booking through checkout. "
Aug Sept Discount! Close to Beach - Fully Stocked Game Room - Heated Pool!
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING
Beach nearby, sun-loungers

Peaceful home next to the best restaurants, BEACHES... $5 CLEANING

9.4 out of 10, Exceptional, (67)
"Very nice place. "
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING
Steps to BEACH/POOL/Downtown
Beach nearby

Steps to BEACH/POOL/Downtown

10.0 out of 10, Exceptional, (2)
"Clean and great location! Gisele provided all the basic amenities and more for our stay"
Steps to BEACH/POOL/Downtown
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
4 bedrooms, iron/ironing board, travel cot, free WiFi

The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock

10.0 out of 10, Exceptional, (84)
"We were already in love with North Captiva and the Blue Marlin made us love it even more. The location was great, the housing beautiful, and we had everything we needed and more. "
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
Heated Pool, Lanai, Bikes & Beach Gear, Near Beach, Dog Friendly, Fully Stocked
Property grounds

Heated Pool, Lanai, Bikes & Beach Gear, Near Beach, Dog Friendly, Fully Stocked

9.8 out of 10, Exceptional, (28)
"Combined visiting our son with some R&R. This property worked perfect, especially loved the pool!"
Heated Pool, Lanai, Bikes & Beach Gear, Near Beach, Dog Friendly, Fully Stocked
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 Pine Island Hotel Reviews

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

10/10 Excellent
"Great place. 5 Star all the way."
Gordon 1-night trip
Posted 12 hours ago
Sunseeker Resort Charlotte Harbor