Pineland Rentals

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670 Houses

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$1,022

Great rentals within 20 miles that match your search

Casa Indulgence in Matlacha

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$804

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$69

Pool Home with Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$259

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$283

Private Gated Community

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$201

Cape Coral Florida Banyan Trace condo

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$138

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$144

Fully Furnished 3 Bedroom Bugalow

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$184

Three Bedroom 3 Bath Waterfront Vacation Rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$465

Haven Hideaway lives up to its name. Perfect holiday villa

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$262

Superb Home Perfect Place, true description of this wonderful villa. Your

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$262

Villa BlueBay * Top Location* SW Pelican* Pool* Waterfront*Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$224

Practically Perfect in Every Way a real dream home

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$120

VILLA MAMA - Traumvilla mit Golfzugang, Bootseinstieg im eigenen Garten

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 18 minutes

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$211

Villa Aurelia

Cape Coral house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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$241

THE FANCY FISH..Enjoy Pool "Sandy Beach" Boat Lift

Matlacha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“If you want an awesome getaway without having to leave the property for fun...this is your place!” This home has an awesome dock for fishing, boat lift, swimming pool, sandy beach with beach chairs, kayaks and completely fenced in property in case you want to bring your pet with you. The chef's kitchen is amazing with top of the line appliances for all of your meals that you will want to cook. You can walk to the shops and restaurants that are iconic to this area. A definite return for us!

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$246

Sunsets from the Lanai. Luxury Villa with Heated

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Outstanding place for a great vacation!” I thoroughly enjoyed my stay. The home was decorated beautifully and very conducive to a relaxing vacation. All the amenities of home. We could either relax by the pool overlooking the canal, or a quick drive to the beach, great restaurants and shopping. The welcome note and bottle of wine was a very classy touch. I will definitely be back. Thank-You!

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$309

Fun in the Sun Beachwalk Isles Fort Myers Florida

Fort Myers villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$158

Sunrise from Lanai, heated pool, hot tub & White Sandy Beach

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$344

Cape Coral Delight Villa near Cape Harbour

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$263

SANIBEL HARBOR RESORT 2/2 PANORAMIC BAYFRONT CONDO

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$259

Just Seconds From The Beach at Pointe Santo, A3

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$378

High Season:Jan.-April minimum 60 days. Low Season: May-Dec discounted rates

Cape Coral villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice place for a vacation” I stayed here for four days so that I could see some Red Sox games. The place was very clean and neat, with a kitchen that had everything you need to cook. Juan was very helpful and had lots of suggestions. I really enjoyed my stay! There was plenty of room and it was a nice get-away.

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$167

Waterfront Villa Marie w/ Direct Gulf Access / Private / Hot Tub

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Good value” The home was clean and inviting. The pool and hot tub provided hours of fun! It met my family of fives needs. We would stay here again. The deposit was returned in a timely manner.

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$247

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

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$248

SPACIOUS WATERFRONT HOME WITH HEATED POOL

North Fort Myers house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$198

Island Paradise. 1st Fl. Water views WiFi, HDTV

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Vacation in Paradise!” Our vacation in Sanibel Island at Maggi's condo was a vacation in Paradise! This was our first time in Sanibel Island and it was a great vacation and I hope to come back and stay at Maggi's condo. What a beautiful island! There was everything we needed in the condo and sitting in the lanai in the morning and at night having our coffee or drinks watching the dolphins was amazing. The information and directions that Maggi gave us were great and she was always available if we had any questions. Our preference was the lighthouse beach. We did go visit Bowman Beach and that was also very nice. Captiva Island is beautiful but you must get there early or there is no parking. I would recommend the thriller boat ride it was great and what an amazing dolphin show! There is something to do for everyone beaches, bike rides and nature! There are many restaurants on the island and they were all good and many shops for shopping. It was very hard to leave Sanibel paradise!

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$197

Great 2/2 Sanibel Condo, Nice Pool, Private Beach

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Sunshine, beaches, What's not to love?” My husband and I stayed at this pleasant 2 bedroom condo with 2 grown children and one son-in-law. The two bedrooms and two baths worked fine for our group. Our married daughter and hubby had to share a bedroom with her brother. The furnishings in the condo were comfortable and clean without being too new to cause worry about a little sand. There were all sorts of beach toys and towels available. The kitchen had a full range of dishes and I cooked fresh fish from the local grocery store several nights. It was convenient to walk to the lovely uncrowded beach with no high-rises in sight. we kayaked with the condo's kayaks in the lagoon and saw a large range of birds, including an osprey feeding on a fish. We had gorgeous weather and collected quite a few shells. Would definitely return.

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$158

NATURES VIEW FAMILY REUNION HOME STR#20-0064

Fort Myers Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great family fun!” Our extended family live far apart so we rented the house for a week to spend some time together. There were 13 of us staying in the house, 5 ages thirteen and under! We had a great time. The kids loved the pool and all the space in the house. There was enough room that we didn't feel like we were tripping all over one another and each had our own space. The walk to the beach is easy and short so frequent trips were made there. It is also only a little over a mile to the "Plaza" where there are lots of stores, restuarants, etc. The wagon was very helpful for the little ones when we made this trip. The owner is very easy to work with and the house is well stocked with towels, dishes, toilet paper, etc. I would recommend this house to anyone wanting a vacation away from home. We loved it!!

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$919

2 Bedroom Penthouse Sanibel Gulf Front Condo

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect” Absolutely perfect experience! The view was amazing, the condo exquisitely decorated, and the weather cooperated throughout the week! I have rented many condos at Pointe Santo, and this one is definitely a 5 star! We will be back! Thank you, Renee, for being so easy to work with and more importantly, for sharing your lovely condo!

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$353

House Sunset Palace with heated pool on canal

Cape Coral house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“The perfect for a family vacation !” We found Sunset Palace to be very comfortable for our large family and very well located. Close to everything we needed. The house was very well maintained and clean. The kids loved the heated pool and I loved the spacious lanai.The rental company was efficient and friendly.We wouldn't hesitate to rent again. Thanks Vacationhit.

Responds fast! avg. 3 hours 0 minutes

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$282

Cape Coral Vacation Villa

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Great Week” The house was spotless. Well equiped. Felt right at home. Would deffinately stay at this home again. Owner was great.

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$287

Your Gardens at Beachwalk Winter Retreat

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Absolutely wonderful!!!” Location was perfect. So much to do and see without much driving time. Close to beaches, shopping, grocery stores and the many attractions. Great place to stay. Lovely condo and very nice people. Want to go again asap. The owner is a great lady!!

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$84

Luxury Beach Front Villa with Pool, Captiva Island

Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Sunset Dreams - Tropical Paradise” What a wonderful place! We just returned and we miss it very much already. As my wife puts it, "it was like being in another world!" She's become an overnight ornithologist and marine biologist. The owners went well above the standard of what a normal property rental would be. From furnishings, to decor, to kitchen utensils, and appliances; they blow every rental property we've ever seen right out of the water. The home is immaculate. And the island itself has endless things to do. We've already booked for next year!

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$644

Beautiful Villa

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$173

SUNNY POOL GULF ACCESS CANAL 3 BEDROOMS HOUSE

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Can't wait to come back!” This house was huge and it was stocked with everything you could need. From pool floats, to a grill, to beach chairs and umbrellas, to bicycles, you won't be bored! Bob and Elayne were excellent, giving tips on what to do and where to go and great communicators. The pool was fantastic and the dock was perfect for my husband to fish from. We can't wait to go back!

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$148

Captiva Bayfront 4 bedroom/4 bath, boat dock, pool

Captiva Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Most amazing vacation on Captiva Island!” We had a great time on Captiva Island. We have stayed there several times, but this time we chose to stay at this private home on the bay. My husband and I were relaxed and the kids had plenty of room to run and explore. The house was amazing - beautiful views, lots of room, great pool and very private but close to everything we could possibly need.

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$1,435

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