Search Pineland Villa Rentals from CA $108

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Our top choices for Pineland villas

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 reviews)
"Such a cute place that we have never heard of! Walked to cute tiny shops, got awesome bbq……… very quaint and quiet. Had a great time."
United States
Shannon
The price is CA $187
CA $314 total
includes taxes & fees
Nov 10 - Nov 11
Matlacha Tiny Village

2. Savonna Azure Paradise /3 Bedroom/Boat Dock/Pool View Relaxation Area/Htd Pool

Savonna Azure Paradise /3 Bedroom/Boat Dock/Pool View Relaxation Area/Htd Pool
Caloosahatchee
The price is CA $214
CA $1,120 total
includes taxes & fees
Dec 1 - Dec 2
Savonna Azure Paradise /3 Bedroom/Boat Dock/Pool View Relaxation Area/Htd Pool

3. Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View

Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View
Trafalgar
9.2 out of 10, Wonderful, (35 reviews)
"Such a beautiful house! We had a great time, everything was 10/10!"
United States
Amy B.
The price is CA $388
CA $1,057 total
includes taxes & fees
Dec 1 - Dec 2
Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View

4. Massive Cali King Villa | Heated Saltwater Pool

Massive Cali King Villa | Heated Saltwater Pool
Pelican
9.6 out of 10, Exceptional, (24 reviews)
"100% recommended for a family vacation!"
United States
Tommy P.
The price is CA $161
CA $580 total
includes taxes & fees
Nov 11 - Nov 12
Massive Cali King Villa | Heated Saltwater Pool

5. Sunset Lanai & Screened Pool · Waterfront Views

Sunset Lanai & Screened Pool · Waterfront Views
Caloosahatchee
10.0 out of 10, Exceptional, (6 reviews)
"Everything inside the house was brand new and clean and it was perfect for our family of four. We had our dog so the dog door going out to the pool area was absolutely huge. Great place!"
United States
Melissa R.
The price is CA $318
CA $935 total
includes taxes & fees
Nov 11 - Nov 12
Sunset Lanai & Screened Pool · Waterfront Views

6. Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (78 reviews)
"Great hosts and great stay! Would highly recommend."
United States
Kerry M.
The price is CA $151
CA $477 total
includes taxes & fees
Nov 10 - Nov 11
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

7. "Sea Dunes" 3 bedrooms 2 bath

"Sea Dunes" 3 bedrooms 2 bath
Port Charlotte
7.4 out of 10, Good, (3 reviews)
"For our purposes, shopping and other activities were close enough. "
United States
Charles H.
The price is CA $109
CA $543 total
includes taxes & fees
Nov 10 - Nov 11
"Sea Dunes" 3 bedrooms 2 bath

8. Casa del Lago: Relaxing Waterfront Pool House

Casa del Lago: Relaxing Waterfront Pool House
Mariner
The price is CA $494
CA $876 total
includes taxes & fees
Nov 10 - Nov 11
Casa del Lago: Relaxing Waterfront Pool House

9. Luxury Villa Lighthouse Across from the Beach

Luxury Villa Lighthouse Across from the Beach
East End
9.4 out of 10, Exceptional, (51 reviews)
"We had family members staying nearby at tortuga beach club so this condo was perfect for convenience. Clean, spacious and everything went smoothly. looking forward to renting this unit again in the future."
United States
michael m.
The price is CA $212
CA $676 total
includes taxes & fees
Nov 10 - Nov 11
Luxury Villa Lighthouse Across from the Beach

10. Fenced Yard & Pool · BBQ & Kayaks

Fenced Yard & Pool · BBQ & Kayaks
Hancock
9.2 out of 10, Wonderful, (23 reviews)
"I love the house, my family have a blessing weekend, the pool area was perfect for family time the game room full with different games, the Host Nataliya was Amazing and good with the comunicación, I recommend this property 100%"
United States
Juliette P.
The price is CA $438
CA $1,202 total
includes taxes & fees
Nov 18 - Nov 19
Fenced Yard & Pool · BBQ & Kayaks

11. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is CA $172
CA $502 total
includes taxes & fees
Nov 10 - Nov 11
Waterview Vacation Retreat Close To Ocean

12. Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!

Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!
Caloosahatchee
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful trip and enjoyed this spacious home. The pool and backyard area were great and where we spent a lot of our time. Home was very clean. The kitchen is huge and really allows multiple people to be there and not crowd each other. It was about a 20-25 minute drive from Ft Myers. Grocery store right down the street. Great place for a large group."
United States
Katrina S.
The price is CA $367
CA $931 total
includes taxes & fees
Nov 30 - Dec 1
Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!

13. Waterfront Pool Villa with Sail Boat access to the Gulf

Waterfront Pool Villa with Sail Boat access to the Gulf
Caloosahatchee
9.6 out of 10, Exceptional, (15 reviews)
"Great location! House was great! Easy check in instructions. The pool and hot tub with a view of the water was a great bonus."
United States
Martha M.
The price is CA $367
CA $931 total
includes taxes & fees
Nov 15 - Nov 16
Waterfront Pool Villa with Sail Boat access to the Gulf

14. Gulf Access• 2 Kings•Saltwater Hot Tub•4 Kayaks•FREE Heated Pool•FREE EV Charge

Gulf Access• 2 Kings•Saltwater Hot Tub•4 Kayaks•FREE Heated Pool•FREE EV Charge
Caloosahatchee
10.0 out of 10, Exceptional, (14 reviews)
"Karen was such a great host. You can tell she is very intentional from the welcome basket full of snacks, the wine bottle, the small bag of oral essentials, and the bottles of cold water awaiting our arrival. Thanks for making this stay seamless."
United States
Suzy Y.
The price is CA $374
CA $902 total
includes taxes & fees
Nov 10 - Nov 11
Gulf Access• 2 Kings•Saltwater Hot Tub•4 Kayaks•FREE Heated Pool•FREE EV Charge

15. 3BR Boundary Breeze Heated Pool Beach Golf Nearby

3BR Boundary Breeze Heated Pool Beach Golf Nearby
Oakland Hills
10.0 out of 10, Exceptional, (3 reviews)
"Clean. Fast communication. Lots of space for our stay. Will stay again next time we drive down for the weekend!"
United States
Catherine P.
The price is CA $202
CA $539 total
includes taxes & fees
Nov 10 - Nov 11
3BR Boundary Breeze Heated Pool Beach Golf Nearby

16. Stunning Villa in Golfer's Paradise/Canal Views

Stunning Villa in Golfer's Paradise/Canal Views
Long Meadow
9.6 out of 10, Exceptional, (10 reviews)
"Enjoyed our stay. Beautiful house with plenty of space. Enjoyed lanai with great sunsets. Would stay again."
United States
Carol C.
The price is CA $227
CA $737 total
includes taxes & fees
Nov 10 - Nov 11
Stunning Villa in Golfer's Paradise/Canal Views

17. Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!

Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
Dunbar
10.0 out of 10, Exceptional, (1 review)
"Communication with the host was so easy. She was very responsive to all messages and even gave us some recommendations for dining out. Extra nice touch of leaving some snacks and bottled water out. Plenty of towels and linens provided. Ample parking. Nice little patio to enjoy the beautiful weather. We definitely plan to be back!"
United States
Leesette B.
The price is CA $360
CA $431 total
includes taxes & fees
Dec 1 - Dec 2
Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!

18. Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing

Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing
Pebble Beach
9.6 out of 10, Exceptional, (4 reviews)
"The house was beautiful and lived up to the pictures. The hosts were responsive and very helpful during our stay. We were so happy to rent for a month and be able to bring our dog. Thank you so much!"
United States
Deborah M.
The price is CA $222
CA $545 total
includes taxes & fees
Nov 16 - Nov 17
Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing

19. The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen

The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
Port Charlotte
9.8 out of 10, Exceptional, (22 reviews)
"The house was great, the pool terrific. Our family enjoyed time together. Thank you."
United States
Marlo S.
The price is CA $360
CA $946 total
includes taxes & fees
Nov 10 - Nov 11
The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen

20. Stunning Luxury villa Sandpiper across the street from the beach!

Stunning Luxury villa Sandpiper across the street from the beach!
East End
9.0 out of 10, Wonderful, (54 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is CA $212
CA $676 total
includes taxes & fees
Nov 10 - Nov 11
Stunning Luxury villa Sandpiper across the street from the beach!
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.

Learn more about Pineland

Head to sights like Calusa Heritage Trail and Randell Research Center as you discover Pineland.

A wooden pier extending into calm water with a clear sky and distant land.

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