58,368 properties available

Located in Sanibel, Florida, United States. Loggerhead Cay 264, Beach Equipment Provided Please note when booking through VRBO: the price calculator only shows what is due to VRBO. Sanibel Holiday requires an applied deposit of 20% of the base rent rate plus all rent taxes plus the non-refundable $50 reservation fee which totals $55.75 with the required Florida taxes. This totaled amount will be charged by Sanibel Holiday to the credit card provided. Your final payment amount is collected by SH and will be reduced by this charged amount. Please see "Rental Agreement" under the Review Rules and Policies section (step 2 of 3) for all of Sanibel Holiday's Policies and Procedures.Loggerhead Cay #264 is a beautiful top-floor condo with everything you need for an amazing Sanibel Island beach vacation! This spacious Caribbean style unit is newly renovated with all new furniture and décor. The unit comfortable accommodates 4 guests with a king bed in the master bedroom, a queen and twin in the guest bedroom. Both bedrooms have access t

Located in Sanibel, Florida, United States. Beautiful canal home, private heated pool on Sanibel Island!! - Villa Island Pearl - Roelens This beautiful canal front home is located on the east end of Periwinkle Way with easy on and off access to the Island.Disclaimer: Sanibel is still in the process of recovery from Hurricane Ian.A 30 day length of stay is a requirement It is walking distance from the Marina, shops, restaurants, historical lighthouse and beaches. It has a private boat dock allowing you to bring your boat with you. Large electric heated pool is surround by lush vegetation that provides the ultimate in privacy. This bungalow style house has 3 bedrooms (two Master Suites!), 3 bathrooms (includes one pool bath!) and can accommodate up to 6 guests comfortably. Two King size beds and one queen.You will thoroughly love the two Master baths one with luxury tub and glass block walk in shower!The front entrance welcomes you with a cozy sitting area consisting of a fabric sectional, TV and desk. The dining area has a large

Located in Sanibel, Florida, United States. Sanibel Island Beach View Loggerhead 322 is a second floor beachy and chic condominium located near the desirable east end of Sanibel at fun and friendly Loggerhead Cay! This beautifully decorated and well-appointed 2-bedroom, 2-bathroom condo offers all the comforts of home with a tropical feel and view. Loggerhead 322 was recently remodeled, and the furnishings and décor are modern, casual, chic and tasteful. The Loggerhead Cay grounds are conveniently nestled on a Sanibel beach, near the historic and picturesque east end. This area is home to the Sanibel Lighthouse and Park as well as some of the best sunrises, sunsets, shelling, wading or swimming on the West Coast of Florida. The heart of the Island is only minutes away by car or bike, where guests can stroll and enjoy the myriad of Island shopping and dining experiences.Plantation shutters, built-in shelving, glass-paned French doors, and a spacious lanai all add to the beach-cottage ambience and create an open floor plan

Located in Sanibel, Florida, United States. Beautiful Canal Front Tennisplace C32 Condo close to everything! NEW! True Island living retreat, can become your dream vacation home. This charming waterfront 2 bedroom & 1 bathroom condo located on the top floor, overlooking wide canal, with direct boat access to San Carlos bay was completely remodeled couple of years ago and no detail was missed. New high end kitchen cabinets with soft closing drawers, new stainless steel appliances, all new plumbing and electrical, Bosh washer & dryer, tankless water heater, luxury vinyl flooring with partial carpeting (that can be removed if preferred), plantation shutters on all windows, remodeled bathroom and chique furniture complimenting life style living. Condo comes with designated parking spot under building, double bicycle rack & exterior storage great for beach chairs & toys. This complex has it all - easy access on & off the island, boating, fishing, kayaking, paddle boarding, playing tennis, swimming, short walk or bike ride to deeded b

Located in Sanibel, Florida, United States. Direct beachfront vacation rental on Sanibel Island! Loggerhead Cay 112 is a second floor vacation rental condo on Sanibel managed by Select Vacation Properties. Loggerhead Cay is a well maintained beachfront complex located on Sanibel Island. Loggerhead Cay offers a large heated swimming pool, tennis courts, shuffleboard and gas barbecue grills. Loggerhead Cay #112 offers 2 bedrooms, 2 bathrooms and boasts a fabulous view of the Gulf of Mexico from just about every room. It's easy to relax and enjoy life in the well-appointed Gulf Front condo. Call now to secure your time in Loggerhead Cay #112. Proceed directly to your rental property - check in right at the lock, no need to pick up keys. Check out is a snap; just enter the check-out code and walk away, no need to drop off keys. Minimize the risk of unintentional spread of germs!*This condominium requires a 7-night minimum stay* SATURDAY TO SATURDAY BOOKINGS ONLY. Should you need odd day bookings please call Select Vacation Propert

Located in Sanibel, Florida, United States. The Ibis Residence at Sandpiper Inn Summary:The Ibis Residence is a one bedroom, one bath, unit located in the newly renovated, Sandpiper Inn. Festooned with gorgeous palm trees and an ever present ocean breeze, The Sandpiper Inn has been coveted by travelers as the most colorful inn on Sanibel. Close to beaches, dining and shopping, this property boasts one of the best locations on all of Sanibel Island. NEW: dog enclosure for our 4-legged guests to play while you enjoy our outdoor seating areas with grill and fire pit!The Space:This unit is approximately 550 square feet and located within a Key West Styled motel known as the Sandpiper Inn. Characterized by bright hues of pink, blue, and orange, the building and property are extremely peaceful and serene, perfect for escaping the hustle bustle of city or suburban life. Inside of the unit is a full kitchen, allowing guests to dine in and skip the expense and crowds at local restaurants if desired. Living areas includes a brand new reno

Located in Sanibel, Florida, United States. Partial Beach View 1 bedroom, 1 bath at Sanibel Moorings Resort #132 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Cozy Garden View 1 bedroom, 1 bath at Sanibel Moorings Resort #912 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Luxury Executive home overlooking San Carlos Bay! New to renting! A Vacationers Dream come to life! This exquisite and thoughtfully curated executive home overlooking San Carols Bay is one of the islands most prized properties! With designer touches throughout, this home exudes luxury hardly found in a vacation rental. Enter through the mahogany doors into a grand staircase leading you to the heart of the home. Views as far as the eyes can see over the bay, you will find dolphins at play, manatee casually swimming and boaters enjoying a lifestyle only Sanibel can provide. On that same level of living there are two guest suites perfect for entertaining or hosting friends. Upstairs is the master suite featuring more unparalleled views of the bay. This luxury suite will grant you wonderful nights on the water wakening to the soft sounds of the rolling surf. This is a one of a kind special and unique property guaranteed to gift you with memories of a lifetime!

Located in Sanibel, Florida, United States. Pirates Cove Cottage at Palmview Inn of Sanibel Summary:Open for reservations for the first time since undergoing a complete renovation including new kitchen with quartz countertops and stainless steel appliances, renovated bathroom with walk-in shower, coastal furnishings and modern finishes. This beautifully appointed one bedroom cottage features a king bed in the master bedroom, a sleeper sofa in the living room, a full bathroom and a comprehensive kitchen. Walk or bike to beaches, dining and shopping.The Space:Pirates Cove is one of six cottages within the historic Palmview of Sanibel, each one beautifully appointed with a distinct theme. The Palmview Inn offers vibrant fully equipped cottages within walking distance to Sanibel’s famous shelling beaches and the Gulf of Mexico. Complimentary adult bikes and beach equipment are provided to explore the nearby bike paths, or to enjoy a day at the beach full of fun under the sun. Pirates Cove can be booked in combination with the locko

Located in Sanibel, Florida, United States. Nerita Home on Sanibel Island - Pool/Hot Tub and Walk to Beach Welcome to our Sanibel Island vacation paradise aptly named the Nerita Home. Our vacation home-away-from-home is one of the more unique homes on the Island. Being located on Nerita Street, it is very private and surrounded by lush vegetation and natural ambiance. You wouldn't even know you're just a few minute walk away from one of the best shelling beaches in the world. Our home is stilted up one floor off the ground level. When you enter the home, you'll notice the open, modern and updated floor plan. We have a spacious living room with wall mounted TV, full kitchen that has been completely updated and has all of the high end appliances, kitchen ware and more, even a kitchenaid blender for the more serious home chefs. The main level features two bedrooms and one bathroom with one bedroom a queen bed and the other two sets of bunk beds. Up the spiral staircase is the spacious master bedroom suite with a king bed and en-sui

Located in Sanibel, Florida, United States. Don’t miss this well-kept beachside Sanibel condo in Loggerhead Cay. Now available for rent in 2024!Please anticipate ongoing maintenance and occasional noise within the condo complexDiscover the charm of this beautifully maintained Sanibel condo nestled in the Loggerhead Cay community, just steps away from the beach. This inviting two-bedroom, two-bathroom unit is ideal for a memorable family getaway. Prepare delicious meals in the fully equipped kitchen, or simply warm up leftovers from Sanibel's renowned eateries. The spacious family room boasts tropical decor and a large flat-screen TV for your entertainment needs. Unwind or dine al fresco on the screened lanai, offering serene views of lush tropical landscaping and a partial glimpse of the Gulf. Retreat to the master suite featuring a plush king-sized bed, TV, ample closet space, and scenic views. The private master bathroom boasts a shower adorned with vibrant tropical hues. The guest bedroom provides an additional twin bed and T

Located in Sanibel, Florida, United States. Loggerhead Cay 421, Ground-Level Condo with Courtyard View Please note when booking through VRBO: the price calculator only shows what is due to VRBO. Sanibel Holiday requires an applied deposit of 20% of the base rent rate plus all rent taxes plus the non-refundable $50 reservation fee which totals $55.75 with the required Florida taxes. This totaled amount will be charged by Sanibel Holiday to the credit card provided. Your final payment amount is collected by SH and will be reduced by this charged amount. Please see "Rental Agreement" under the Review Rules and Policies section (step 2 of 3) for all of Sanibel Holiday's Policies and Procedures.***Please be aware that our island is still going through recovery. All public beach accesses are open, there are approximately 24 restaurants now open, as well as a few shops including Jerry’s Grocery. The Causeway is currently under repair with 20 m.p.h. speed limit. Expect traffic delays coming on and off the island. Neighboring homes and

Located in Sanibel, Florida, United States. Coastal Charm walking distance to the beach! NEW! Welcome to your idyllic getaway on beautiful Sanibel Island! This delightful Sanibel cottage perfectly captures the island's enchanting charm and relaxed ambiance. Located just a short stroll from the pristine shores of the Gulf of Mexico in one direction and an array of delightful shops and restaurants in the other, this cottage offers the best of both worlds.Step inside to find a cozy yet spacious retreat featuring three comfortable bedrooms and three full bathrooms, making it ideal for family vacations or a peaceful escape with friends. The inviting interior boasts a blend of classic cottage charm and modern amenities, ensuring a comfortable and memorable stay.Outside, discover your private oasis—a glorious pool area surrounded by lush tropical landscaping, all enclosed within a screened-in cage to keep the bugs at bay while you swim and lounge. Whether you're taking a refreshing dip, basking in the sun, or enjoying an al fresco meal

Located in Sanibel, Florida, United States. Beautiful Three Bedroom Pool Home Ready For Rentals Sanibel Island Looking for the perfect beach home for a Sanibel vacation? The search is over! This stunning, spacious, three-bedroom pool home is less than a block from prime Sanibel beaches. As you walk into this bright updated home you will notice the special accents that make this a unique near beach home. The entry on the first floor leads upstairs to the main living areas but you can also continue this level to find a huge second living room with flat screen tv, seating area and large table perfect for working at home of family game night. Open the sliding glass doors to the pool deck. Speaking of the heated pool, this large area is covered by a two-story pool screen and is the perfect spot to relax or enjoy dining alfresco. Walk up the stairs to the main living area which features two seating/family room areas both with flat screen televisions. The large kitchen has beautiful shiplap, countertops, and great appliances. This leve

Located in Sanibel, Florida, United States. Cozy Garden View 1 bedroom, 1 bath at Sanibel Moorings Resort #921 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Tropical Garden View 2 bedroom, 2 bath at Sanibel Moorings Resort #931 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Partial Beach View 1 bedroom, 1 bath at Sanibel Moorings Resort #141 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Tropical Garden View 2 bedroom, 2 bath at Sanibel Moorings Resort #311 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Tropical Garden View 2 bedroom, 2 bath at Sanibel Moorings Resort #332 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Waterfront Dock View 2 bedroom, 2 bath at Sanibel Moorings Resort #1631 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Cozy Dockside 2 bedroom, 2 bath at Sanibel Moorings Resort #1311 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Partial Beach View 1 bedroom, 1 bath at Sanibel Moorings Resort #131 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”

Located in Sanibel, Florida, United States. Cozy Dockside 2 bedroom, 2 bath at Sanibel Moorings Resort #1321 “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach, enchanting botanical gardens and virtually unlimited recreation, Sanibel Moorings offers the conveniences of a resort location with all the advantages of a private home. Our fully furnished 1, 2 and 3 bedroom vacation rental condo suites all feature a living room, dining area, full kitchen and a large, private screened lanai.”