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Sanibel Island Rentals with Pools

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2,228 cottages in Sanibel Island with pools

Gorgeous Waterfront ground level 1bedroom - Mariner Pointe 951

Sanibel Island condo

1 bedroom / 1 bathroom / sleeps 2

“Great Stay on Sanibel!” Truly a delightful place to stay. In addition to the incredible view of San Carlos Bay, you'll find everything you need in this well maintained and nicely decorated condo. As you would expect, the kitchen and bathroom were equipped with starter necessities but these owners go above and beyond in ensuring that this is your home away from home. Extra pillows, laundry supplies, tools and scratch paper and pens were in supply. For entertainment, besides books and board games, there's a closet full of fishing gear, tennis rackets & balls, beach gear and other supplies not commonly found in a rental unit. Easy on and off access to the Island is a plus. Highly recommend renting a bicycle to explore the Island. You can't go wrong with this rental.

Responds fast! avg. 17 minutes

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$167

Great mid-island location - 201 Steps to the beach!!! 2 bedroom 2 bath condo.

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 17 minutes

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$164

Sanibel Island Florida

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

“"A vacation to remember!!!"” This was the perfect vacation!!!! The minute you walked into the place, you could feel the warmth and relaxation, but most importantly this apartment was clean, which is a must!!! You immediately get the beachy, but yet nicely decorated feeling from this place, plus it is very comfortable with two very good size bedrooms and two baths, and the kitchen is beautiful, clean, useful and very well equipped. Only steps from the beach, we truly enjoyed the beautiful and warm water every afternoon, and our daughter loved the pool also. The location is great, close to nice family restaurants like Matzaluna (Italian) and amazing Pinocchio's ice cream, only 5 minutes away. With a very attentive owner (John), we would definitely recommend this family-friendly condo to anyone and visit again!!!!

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$176

B-2 Breakers West, 2BR/2BA Condo, Olde-Fla Charm

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Great, family-friendly, comfortable condo!” We absolutely loved our stay here! Susan (owner) was amazing with her help in providing information and answering questions before our stay. The photos of the condo don't do it justice online. It's decorated very cute in a Key West style, and super comfortable/spacious. Our family is 2 adults and 2 teen boys and it was the perfect space for us. The balcony is large, with a screen, (so no bugs!) and we enjoyed breakfast there. The dishwasher helped tremendously and was very quiet - this might not seem like a big deal for some - but we've had our personal experience with really loud dishwashers and it does make a difference! Umbrella, chairs, beach towels were provided. We had a washer/dryer in the unit which was super convenient. The walk to the beach is a short one, and it's also close to a Reserve where my husband and son hiked and saw lots of wildlife. Highly recommend!

Responds fast! avg. 1 hour 0 minutes

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$217

Beach Lovers paradise! Spectacular 6 bedroom home

Sanibel Island house

6 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 1 hour 1 minutes

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$592

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 54 minutes

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$237

Kava- Gumbo Limbo Pool House

Sanibel Island house

3 bedrooms / 2 bathrooms / sleeps 6

“Privacy in a local neighborhood” We loved our house on Kava. The open-plan living area, private pool, privacy with landscaping around the pool area, resulted in a month long stay that gave us the feel of being islanders, not tourists. We hopped on the tandem and were at the beach in a short ride. We enjoyed coming back each day to a house well maintained, roomy for weekend guests, and a great location to shopping, restaurants, beaches, and still the neighborhood feel.

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$174

Luxury Home, Private Heated Pool, Magnificent views, Great Location, 3-D Theatre

Sanibel Island house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$401

Janthina 3A

Sanibel Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

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$379

Best Value & Location! Gulf Front Complex--Updated Beach Side Condo-Sanibel Arms

Sanibel Island condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 32 minutes

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$148

Glorious sunrise view & steps from the beach -- enjoy the Beauty of Sanibel!

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 50 minutes

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$288

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

Sayana 103

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$273

Breakers West, end unit B1 (extra windows)

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Quiet Relaxing Getaway” Our week at Breakers West unit B1, was delightful. The condo was very comfortable, spacious and spotless. The kitchen had everything needed to prepare meals and there is a dishwasher and washer and dryer available to use as well. We enjoyed breakfast and afternoon cocktails and appetizers on the lanai that overlooks the well maintained grounds and private condo pool. The pool is very refreshing, relaxing, and quiet. There are many restaurants very close by. The bike path is right across the street. It is a very short stroll to the beach. There are chairs available to use and a multitude of shells for collecting. The owners, Lance and Jill were great to work with. Their response time was immediate to our many questions and concerns. Check in at the Waterside Inn was very easy and the staff was very welcoming. We hope to make this our island getaway for many years to come.

Responds fast! avg. 11 minutes

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$292

1238 Parview - 3 Bedroom Pool on the Golf Course

Sanibel Island house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$215

DIRECT OCEANFRONT * SAT - SAT NOT REQUIRED * $199 NIGHT AUG AND SEPT * NETFLIX

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 7 minutes

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$228

Beautiful beachy condo on quiet end of Sanibel Island, Florida

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$138

Island Beach Club penthouse. luxurious new renovation

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 4

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$423

Coquina 3H

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$181

Mariner Point 232

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$181

SANIBEL HARBOR RESORT 2/2 PANORAMIC BAYFRONT CONDO

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$242

Mariner Point 1043

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$163

Janthina 2A

Sanibel Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

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$385

POINTESANTC6

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 8

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$223

Loggerhead 424

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$263

Island Beach Club Penthouse Near CasaYbel Resort

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great location for a great vacation” This penthouse was perfect for our family of four (me and my husband and our kids, ages 18 and 23.) The condo was super clean, had everything we needed, and was in a great location on the island. The owner was great to work with; she kept in communication with us throughout the booking process and during our stay, she answered all of our questions very quickly -- she was never more than a text away. Thanks so much!

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$229

NEWLY REMODELED - Gulf Front, Just steps to the Beach! Enjoy Beach Chairs, Umbr

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Yes.....We will go back to E 32....” We have been staying at Pointe Santo since it was being built in 1974. We have stayed in every building many times. E 32 is in our top three[3]! Wonderful view of the complex, beach, ocean, and the western sky for sunsets. The interior is relaxing with a well supplied kitchen, The two bedrooms have comfortable beds and great linens. It has its own Wi-Fi. There is a screen door on the entry and supplies for the beach. The decor is relaxing and welcomes you to the beach. Yes....we will return to E 32 Louise Harre

Responds fast! avg. 17 minutes

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Price per night from

$260

Stunning Newly Renovated Tropical Theme

Sanibel Island house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$220

Mariner Point 1082

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Condo was amazing!” We absolutely loved this place! It wad very clean and a lot of room. Great view of the water. We got married on Captiva island and will come back every year!

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$168

LOVELY KIMBALL LODGE #302 - 100 YARDS TO THE BEACH

Sanibel Island apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 17 minutes

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Price per night from

$162

Kings Crown- 317

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

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$319

Sanibel Island - Beautiful Direct Gulf-Front Condo

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 10 minutes

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$203

Nerita Garden- Sanibel Home

Sanibel Island house

3 bedrooms / 3 bathrooms / sleeps 6

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$198

Pointe Santo #A32 Beautiful Complex. Steps to Pool & Beach

Sanibel Island house

2 bedrooms / / sleeps 6

“Outstanding unit” This unit has everything you need for a great .vacation. The beach is only feet away and the views are amazing. This complex has tennis courts,shuffle courts,pool and hot tub. They even have barbecues.

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$207

MAGICAL RETREAT on Sanibel Island-SANDALFOOT 3D1--2 BR/2 BA (1st Floor)

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Paradise Realized.” I've found that the success of a vacation can largely swing depending on the venue in which I have stayed. The beach, weather and dining will remain the same, but the true difference lies with the reservation. An otherwise beautiful night out can be ruined by coming home to loud neighbors or a broken air conditioner just as a long day at the beach can be turned into absolute relaxation and serenity with a hot, pressurized shower, pillow topped mattress and an undisturbed night to gaze under the stars. I am delighted to say that our stay at Sandalfoot 3D1 was entirely the latter. We arrived after the scheduled check-in, no problem at all, and promptly unpacked and relaxed. The condo is well lit, open, splendidly furnished and accompanied with a variety of books, films, games and quite possible the most impressive lineup of kitchen utensils and appliances I have ever seen. Being on the ground level, we had supreme access to the beach without having to carry chairs and coolers through flights of stairs. The condominium amenities included several propane grills, a large and clean pool, accompanied with many chairs and umbrellas, a well maintained tennis court, and a sturdy boardwalk with a sink and hose for rinsing off shells and sandy feet. The location on Gulf Drive is close to all the shops and eateries, without being on a busy stretch of road. Pinocchio's famous ice cream is just a minute down the road and lighthouse is an easy walk along the shore. The beach is very clean and uncrowded. The shelling is second to none and the breeze was constant, creating a tranquil setting against the hot sun. We were extremely happy and comfortable during our stay. Sandalfoot is classy and in excellent repair and our condo at 3D1 was the perfect place to call home. Sanibel Island is truly a paradise, with much variety and a mellow, mature atmosphere. We had an amazing time and expect to be back soon!

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Price per night from

$221

Just Seconds From The Beach at Pointe Santo, A3

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$287

Seashells and Sunsets

Sanibel Island apartment

3 bedrooms / 2 bathrooms / sleeps 7

“Rest and Relaxing---What a nice week!!” We thoroughly enjoyed our stay. The bedrooms were large compared to may places I have stayed.. We were not affected by the storm on the east coast of FL. Large living room, very well furnished kitchen. Great washer/dryer. Sharon-MI.

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Price per night from

$161

Osprey House

Sanibel Island house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$268

Viewing 38 of 2,228
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