Pineland Rentals

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416 Houses

Match: Waterfront

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$1,019

Great rentals within 20 miles that match your search

Villa by the sea with salt water pool for dreaming

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$228

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$283

Three Bedroom 3 Bath Waterfront Vacation Rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$464

Lake Kennedy charming Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$298

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

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$224

Practically Perfect in Every Way a real dream home

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$119

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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Price per night from

$210

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!

Match: Waterfront

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Price per night from

$245

Casa Del Rio, Tropical Resort,River View,Pool&Dock

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Relaxation” We stayed at Casa Del Rio for 10 days and from the moment we got there we felt at home. The property manager meet with us and we very helpful and informative. The home has everything you need the pool area is large enough to host several people. However, nothing will ever top getting an opportunity to see dolphins swim right up to the dock. It was an awesome experience and we really enjoyed our stay!!

Match: Waterfront

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Price per night from

$247

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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Price per night from

$308

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$596

2 Bedroom Beachfront Condo at Sanibel Harbour

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$195

"Romantic" Coquina Cottage ON the Beach~Pet friendly~BOOK NOW B4gone!

Captiva Island cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Best New Years Ever!” We started out the new year in your home and what a great start it was. We have never had the priviledge of being so close to the beach for a vacation! We felt so safe and private. We have 7 littles and the two youngest would even run around naked sometimes. In the chaos of the season on this island, we felt like we were the only ones here when we stayed at your home, you provided everything we needed and the your gardener was very friendly. We saw dolphins daily if not multiple times a day! A special treat . . . dolphin pups with their mothers frequently visited. The beach was virtually private. The owners were very accomidating to our special circumstances. Thank you for that.

Match: Waterfront

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Price per night from

$1,077

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

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$343

Cape Coral Delight Villa near Cape Harbour

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$263

SANIBEL HARBOR RESORT 2/2 PANORAMIC BAYFRONT CONDO

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$258

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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Price per night from

$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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Price per night from

$248

SPACIOUS WATERFRONT HOME WITH HEATED POOL

North Fort Myers house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$197

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!

Match: Waterfront

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Price per night from

$196

"Abilene Villa" Serene Gulf Access Pool Home

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Back again! It doesn't get any better!” This was our fourth stay at ann & Ed's villia. Will we be back... Definitely!! We have visited the house twice in the winter months (December) and in the sizzling hot summer (June/July) and every time we go we never want to leave, the kids actually cry! (we have 4 kids all under the age of 9) The house has ample space for our family, very clean, and we felt at home as soon as we opened the front door, we knew we were home away from home. Having two living rooms is a plus as our kids hang out in one room leaving the second one for the adults. There are plenty of activities provided right at the house. The heated salt pool was a huge hit for our kids. They have board games, very large flat screen Tv's a Playsatation 3 (with games and movies) and wireless internet, magazines (subscriptions left from other guests that return each year), fishing poles and fish right off their docks. The house is close to shopping, dining, beaches and family entertainment. Ann even includes various guides and coupons to local restaurants. Furthermore, the villa represented amazing value, considering the sorts of prices for an equivalent property on the Mediterranean. This villa was spotless from top to bottom kitchenware, kettles, microwaves, etc are all spotless from top to bottom. The only drawback was that we had to leave... but that's okay we book every year! Thank you ann & Ed for making this our 2nd home.

Match: Waterfront

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Price per night from

$241

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!

Match: Waterfront

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Price per night from

$352

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

Match: Waterfront

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Price per night from

$281

“A great tropical escape from our long, dark, dreary, freezing cold Ohio winter!” The house was absolutely perfect for our family of 7! The house was very nice, well-decorated & clean. The spacious layout of the house allowed us to spread out, but also easily be together as a group. The kitchen was especially well equipped. It had every possible cooking item you needed to effortlessly prepare meals or entertain. We were pleasantly surprised to have access to a stocked spice cabinet, unused pantry items and condiments. The beds and linens were of good quality too. The pool area was well-maintained and very nice & was stocked with nice lounge furniture, a dining table & gas grill. The views from the pool area & dock were beautiful. The neighborhood and canal-way were calm & quiet. Because the rental was so nice & relaxing, we didn't mind hanging out at the house & pool all day on the days we opted to skip the beach. Todd and Patricia were very easy to work with and ask questions of as well. We had a wonderful stay! We highly recommend the rental & definitely plan to revisit!

Match: Waterfront

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Price per night from

$241

Match: Waterfront

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Price per night from

$252

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!

Match: Waterfront

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Price per night from

$642

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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Price per night from

$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.

Match: Waterfront

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Price per night from

$1,432

Match: Waterfront

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Price per night from

$279

Island House (Beautiful SW Cape) - life is full of choices, choose wisely!

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Waterfront

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Price per night from

$302

Buttonwood Bay (Beautiful SW Cape) - long perfect days & perfect endings

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$252

2018 Hurricane Deck Boat included with Beautiful Yacht Club Pool Home

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic holiday” We thoroughly enjoyed all aspects of this holiday. The accommodation was very comfortable and lacked nothing. We were lucky with the weather - only 1 day of rain, and although we saw plenty of lightening we were unaffected by storms. The boat made the holiday for us - it was such a joy to go dolphin spotting, and we spent most days on the water just to keep cool! Some lovely eating places - we would highly recommend The Boathouse, Nervous Nellies and Iguania Mia. Go to The Tiki Hut for the atmosphere and experience when a band is playing!

Match: Waterfront

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Price per night from

$424

Waterfront Villa Cape Florida with Gulf access

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Absolutely elegant!!!” We had a wonderful stay in lovely Villa Cape Coral! We were in awe of the beauty - absolutely elegant home & furnishings, spotlessly clean, & a gorgeous location! It was perfect! We loved using the kayaks to explore the canals & the connecting ecological preserve. We also rented the boat & went out around Sanibel & Captiva Islands ~ what an adventure! Such beauty to see and so many dolphins swimming near us too! It was an amazing time! Grilling & dining out by the pool and relaxing in the pool & spa was such a glorious way to end each day! We felt like we were in paradise ~ we've only been home a week and are already talking about when we can plan our next vacation there! Mark & Diane Stumne Maple Grove, Minnesota

Match: Waterfront

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Price per night from

$172

Pointe Santo E34, Direct Gulf Front Luxury

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Breathtaking views from a spacious and luxurious home!” Everything was fabulous about this beach-front vacation home. The condo itself was very well-appointed and comfortable. It seemed as if all of the furnitue, bedding and kitchen sundries were all new, and the unit was very clean upon arrival. The screened in balcony provided us with awesome views of the gulf and we could even see our children playing on the beach below. Having a large pool on the property was also very nice. The grounds were beautiful and well-kept. Our children participated in a variety of activities provided by the clubhouse for a nominal fee. They brought home terrific crafts made from seashells that they will cherish. This home is close to restaurants and shopping, but that is all secondary to the picture perfect views and the sound of the gulf water -the whole reason we came to vacation in Sanibel inthe first place. We'll definitely come back and stay in this same home again.

Match: Waterfront

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Price per night from

$417

Villa Lavender - Stunning panorama view, relax setting and watch fish jump.

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful retreat, lovely views” Villa Lavender is in a quiet neighborhood on a canal. We loved watching the fish jump. One day we saw a porpoise. Amazing! The house is clean and comfortable. We loved that there are four rooms with sliders opening onto the screened lanai. We opened the sliders in the early morning and enjoyed the breezes...heavenly. The villa is close to the post office, banks, grocery stores, restaurants and several shopping areas within a short distance.

Responds fast! avg. 1 hour 16 minutes

Match: Waterfront

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Price per night from

$261

Apartment Sanibel in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Waterfront

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Price per night from

$166

Studio Room Naples in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Waterfront

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Price per night from

$132

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