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Sanibel Island Rentals with Pools

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1,928 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. 1 hour 23 minutes

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$173

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. 2 minutes

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$182

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

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Clean, close to the beach, convenient, and perfect for our family vacation!” The condo is a few short steps away from the beach. The beach is beautiful, has a plethora of unusual shells, and is very clean. Susan and Andrew were quick to respond to communication. Thank you for making a memorable visit to the island.

Responds fast! avg. 49 minutes

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$217

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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$174

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

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$287

Beach Lovers paradise! Spectacular 6 bedroom home

Sanibel Island house

6 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 1 hour 22 minutes

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$576

Sandy Retreat E104

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 22 minutes

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$206

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

Sanibel Island house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 13 minutes

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$458

Sanibel Siesta on the Beach unit 112

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

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$332

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. 3 hours 34 minutes

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Price per night from

$287

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

Sanibel Island condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 34 minutes

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$148

Wonderful Island Inn Condo! Gulf View! 100 Yards to the Beach!

Sanibel Island apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 minutes

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$165

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.

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$286

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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$155

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. 2 minutes

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$224

Beautiful beachy condo on quiet end of Sanibel Island, Florida

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$135

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

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 14 minutes

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$316

LOVELY KIMBALL LODGE #302 - 100 YARDS TO THE BEACH

Sanibel Island apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 minutes

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$179

Stunning Newly Renovated Tropical Theme

Sanibel Island house

3 bedrooms / 3 bathrooms / sleeps 6

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$215

Sanibel Island - Beautiful Direct Gulf-Front Condo

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 35 minutes

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Price per night from

$200

Just Seconds From The Beach at Pointe Santo, A3

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$288

Sanibel Condo bike path Heated pool tennis court grill area short walk to beach

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

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$263

Best Value on Sanibel! JUST STEPS TO THE BEST BEACH!

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$136

Kimball Lodge - 305 - At The Historic Island Inn!!! - Only 100 yards to the Beac

Sanibel Island apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 minutes

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$192

One minute walk to gulf beaches, Big, 3 BR, 55 inc

Sanibel Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect get away” Excellent location, away from traffic and tourist crowd at other end of sanibel, short walk to beach, tennis kayaks, loved checking out all the wildlife and natural areas of the island, beautiful sunsets and sunrises and of course shells shells and more shells.

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$353

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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$360

Complex on Sanibel River, but a 4 Min Stroll to Beach - Best of Both Worlds! Mid

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 minutes

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$146

Three Suns

Sanibel Island house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 22 minutes

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$258

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

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Great Time On Sanibel” We stayed at the condo mentioned above and found it to be great. Very clean and very comfortable. We plan on staying in this condo the next time we vacation on Sanibel

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Price per night from

$165

#2F Villa Sanibel, Your Island Hideaway

Sanibel Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Villa Sanibel” The location is great and super close to the beach. The condo was clean and had everything we needed. The pool was wonderful. Would definitely stay here again.

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$222

Enjoy a little piece of Sanibel paradise in this gulf front condo at the Island

Sanibel Island apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 minutes

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$165

***Sanibel Island - Best Kept Secret!! Free Kayaking and Private Beach Access

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

“Heavens Island a forever memory we just have to go back!” Escape to heaven on Sanibel Island, the answer for every traveler. Who doesn't want to be on a tropical Island? Everything is precious, each shell and even the light has a different quality. My husband and I are designers and we appreciated the quality of the condo. The interior and the lush grounds were impeccable, it was spacious and had really everything for us. The benefits to us over a hotel stay were huge. We felt we were in a home. The beach theme was right in tone with the way we felt. Fun and unique to the island were local shops, The bubble café for dessert and Wake up Café. The staff in the office by the pool had all the answers about our needs and the island. We made new friends every day on the island. We were welcomed into a Church service on Wednesday night. We paddle boarded and were enthralled by the birds on the island. Our girls age 12 and 13 were busy, safe and free.They enjoyed the pool as much as the beach. We collected cat paws and learned about all the shell names from a puzzle in the condo. Books, games, puzzles, beach stuff, was all there to use. The beds were wonderful and we are really picky about a good night's sleep. Like Hawaii there were occasional brief showers and warm sunshine that followed. A vacation is to get away but still have the benefit of home. We had both there in this lovely condo owned by our dear friends. Take the time to visit and really recoup, drink in the light, dance in your dreams, and be merry every second of your trip.

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$168

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

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 14 minutes

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Price per night from

$315

Sanibel Siesta on the Beach Unit 401

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

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$332

Sanibel Island Studio w/ Pool Access & Gulf Views!

Sanibel studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$165

SPECTACULAR PROPERTY!! Secluded BEACH dramatic panoramic views of Pine Island S

Sanibel Island house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 minutes

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$376

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.

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Price per night from

$329

Viewing 37 of 1,928
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