Home Vacation Rentals By Owner In Sanibel, FL

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$484.92

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Elegant Gulf-Front Living at Loggerhead Cay 504: Your Island Oasis Awaits

Sanibel, Florida, United States

Welcome to Loggerhead Cay 504—a sanctuary of coastal charm, relaxation, and breathtaking Gulf-front beauty. This fully appointed 2-bedroom, 2-bath condo sits high on the fourth floor, in a prized corner location that offers unobstructed views of the shimmering waters of the Gulf of Mexico. Step out onto the screened lanai and let the rhythmic sound of waves and salty breeze rejuvenate your spirit.brbrInside, you’ll find a master bedroom designed for complete comfort, featuring a plush king-sized bed, private en-suite bath, and direct access to the lanai. The guest bedroom offers two twin beds—perfect for kids or friends—while a sleeper sofa in the living room provides extra space, allowing the condo to sleep up to six guests with ease. Whether you’re traveling with family or friends, everyone will feel right at home in this thoughtfully designed, coastal-inspired retreat.brbrLoggerhead Cay is one of Sanibel Island’s premier beachfront complexes, boasting lushly landscaped grounds and a peaceful ambiance. Located on the east end of the island, you’ll enjoy convenient access to the Sanibel Causeway, island shops, dining, and bike paths—making it easy to explore the best of Sanibel during your stay.brbrResort-Style Amenities Include:brA large, heated swimming pool just steps from the beachbrTennis and pickleball courts for your active sidebrGrills and picnic areas for memorable island cookoutsbrShuffleboard for laid-back fun with friends and familybrPrivate beach access for sunrises, shelling, and serene strollsbrbrWhether you're soaking up the sun, searching for seashells, or simply sipping a cocktail on the lanai, Loggerhead Cay 504 is your gateway to unforgettable island memories. Book now and let your Sanibel adventure begin!brbr***Minimum 25+ Age Requirement***brbrThis unit is NON-SMOKING including out on the patio.brbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Dwelling License#: RDWL-003679brbrVRBO ID #4604554brVRBO 4604554
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Bath 2

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$320.69

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Tropical Tranquility with Gulf Views: Your Relaxing Sanibel Escape Awaits

Sanibel, Florida, United States

Welcome to your slice of island paradise! Perfectly situated on the serene coastline of Sanibel Island, this thoughtfully designed 2-bedroom, 2-bath condo invites you to unwind, recharge, and savor every moment of your tropical getaway.brbrAs you enter, you're greeted by cheerful island décor and a layout designed for both relaxation and togetherness. The master suite offers a luxurious king-sized bed for restful nights, while the guest bedroom features two twin beds—ideal for family or friends. Need a little more room A sleeper sofa in the living room ensures comfortable accommodations for up to six guests.brbrStart your mornings with a fresh cup of coffee in the glass-enclosed lanai, where gentle breezes and vibrant greenery create the perfect ambiance. In the evenings, watch the sky transform with dazzling sunset views over the Gulf of Mexico—an experience that never gets old.brbrOn-Site Amenities:brWhen you’re not beachcombing or exploring the island, take advantage of an array of resort-style amenities. Enjoy a refreshing dip in the shimmering pool, test your skills on the tennis and pickleball courts, or gather around the community grills for a classic island cookout. Cap off your day with a friendly game of shuffleboard and laughter with loved ones.brbrYour dream beach escape is just a reservation away—book now and experience the best of Sanibel in this vibrant and peaceful coastal retreat!brbr***Minimum 25+ Age Requirement***brbr#464 is NON-SMOKING including out on the patiobrbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Rental Dwelling License #RDWL-006028brbrVRBO ID #4604553brVRBO 4604553
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$320.69

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Courtyard Comfort: Spacious Ground-Floor Condo for the Perfect Island Escape

Sanibel, Florida, United States

Escape to your very own slice of paradise in this beautifully designed ground-floor condo, where island living meets effortless comfort. Nestled within a lushly landscaped courtyard, this spacious 2-bedroom, 2-bathroom retreat is the perfect setting for a relaxing vacation with family or friends.brbrStep inside to find a bright and airy open layout, featuring a comfortable living area perfect for gathering after a day at the beach. The well-equipped kitchen makes meal prep a breeze, whether you're whipping up a quick breakfast or a sunset dinner to enjoy on the lanai. With ample seating and thoughtful touches throughout, this condo invites you to make yourself at home.brbrAt the end of the day, retreat to the serene master suite with its plush king bed, while the guest bedroom offers both a full and a twin bed—ideal for couples, kids, or friends traveling together. A cozy sleeper sofa in the living room brings total guest capacity to six, ensuring everyone has a restful place to recharge.brbrOn-Site Amenities:brEnjoy a full day of fun right outside your door! Cool off in the sparkling pool, serve up some fun on the tennis or pickleball courts, and take advantage of the community grills for a delicious BBQ with your travel crew. Wind down your day with a friendly game of shuffleboard, or take a peaceful stroll through the tropical grounds.brbrReady to relax in island style Book your stay today and let your Sanibel escape begin!brbr***Minimum 25+ Age Requirement***brbrUnit is NON-SMOKING including out on the patio.brbrbrbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Rental Dwelling License #RDWL-004116brbrVRBO ID #4604552brVRBO 4604552
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Bath 2

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$320.69

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Serene Escape: Spacious 2-Bedroom Condo for the Ultimate Island Retreat

Sanibel, Florida, United States

Step into your relaxing island sanctuary, where comfort and serenity come together to create the ultimate getaway. This charming 2-bedroom, 2-bathroom condo is thoughtfully designed to accommodate up to six guests, making it ideal for families or small groups seeking both relaxation and adventure.brbrThe inviting living room features cozy seating and a sleeper sofa, perfect for movie nights or winding down after a day in the sun. The master suite offers a plush king-sized bed and a peaceful atmosphere for restful evenings, while the guest bedroom provides a queen bed and twin bed, catering to all your travel needs.brbrEnjoy your morning coffee or evening read with views of the lush center courtyard just beyond your window, where the gentle sounds of nature add to the ambiance. Whether you’re savoring the calm indoors or heading out for some island fun, this condo offers the best of both worlds.brbrOn-Site Amenities:brDive into the sparkling swimming pool, challenge your group to a match on the tennis or pickleball courts, or fire up the grills for a delicious outdoor meal. From shuffleboard games to sunset strolls, your days will be filled with memory-making moments.brbrBook your Sanibel Island escape today and discover the joy of laid-back luxury in a stunning natural setting!brbr***Minimum 25+ Age Requirement***brbrUnit is NON-SMOKING including on the patio.brbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Rental Dwelling License #RDWL-004301brbrVRBO ID #4604551brVRBO 4604551
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Bath 2

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Sleep 6

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$319.56

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Ground-Floor Garden View Condo for the Ultimate Sanibel Island Getaway

Sanibel, Florida, United States

**Ask about a 5% Discount**brbrWelcome to your Sanibel Seaside paradise! This gorgeously rebuilt and redecorated, ground-floor condo invites you to unwind in style. Step on to the screened lanai to enjoy your coffee as the morning sun comes shining through or gather in the open-concept living and dining area. The ground floor location makes it effortless for guests to get out to the pool and Gulf with their beach toys and equipment for a day of fun in the Sun. Loggerhead Cay 321 offers ideal quality time and laid back island living.brbrThe spacious master bedroom features a plush king-size bed for restful nights, while the guest room offers both a queen and a twin bed to accommodate family or friends. A cozy sleeper sofa in the living room brings the total guest capacity to six, making this condo a perfect fit for families, couples, or groups seeking comfort and convenience.brbrThe fully equipped kitchen includes everything you need to prepare meals and snacks, while the bright, airy ambiance of the unit ensures a warm and welcoming experience from the moment you arrive.brbrAmenities Galore:brThe fun never stops at this community! Dive into the sparkling pool, enjoy a friendly match on the tennis or pickleball courts, sizzle up dinner at the community BBQ grills, or challenge your travel companions to a game of shuffleboard. Whether you're seeking relaxation or activity, you’ll find it here.brbr* Gorgeous Seaside Decor and Furnishingsbr* Brand new kitchen with all stainless appliances and necessary cooking equipment for meal preparationbr* Full Size Washer and Dryer in the condobr* Smart TV's in Living Room and both Bedroomsbr* King size bed in primary bedroom; Queen and Twin beds in Guest bedroom; Sleeper in the Living Roombr* Ground level condo with walk out lanai to the pool and beach.br* Large heated pool with surrounding lounge chairsbr* Picnic Area near pool with Umbrella tablesbr* Grilling Areas throughout the property with Propane Gas Grillsbr* Tennis and Pickleball Courts (Pickleball racquets (4) and balls included in unit!)br* Shuffleboard Courtsbr* Designated Covered Charging Station for E-bikes and/or E-ScootersbrbrBook now and experience the serenity, sunshine, and endless charm that only Sanibel Island can offer.brbr***Minimum 25+ Age Requirement***brbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Rental Dwelling License #RDWL-005104brbrVRBO ID #4604549brVRBO 4604549
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Exceptional(1)

$462.96

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Relax in Paradise: Beautifully Updated 2BR/2BA Condo with Courtyard Views

Sanibel, Florida, United States

Welcome to Unit 262—your personal island sanctuary nestled in the heart of Sanibel Island! This beautifully updated 2-bedroom, 2-bathroom condo on the second floor offers more than just a place to stay—it provides a serene, inviting home base for your coastal getaway. From the moment you arrive, you’ll be greeted by a light, bright, and airy interior that immediately puts you at ease.brbrStep onto the screened lanai and soak in tranquil views of the lush, tropical courtyard. Whether you're sipping morning coffee or winding down after a day on the beach, this quiet outdoor space is the perfect setting for relaxation and reflection.brbrInside, the owners have meticulously updated the condo with tasteful finishes and coastal-inspired decor, creating a warm and welcoming atmosphere. The master bedroom features a plush king-sized bed and a private en-suite bathroom, offering the perfect place to unwind. The guest bedroom has a queen and twin bed, making this condo ideal for families, couples, or small groups of friends.brbrUnit 262 comfortably accommodates up to five guests and includes a fully equipped kitchen, open-concept living and dining area, and all the comforts of home in a peaceful beachside setting. It’s a true gem for those seeking both relaxation and adventure on Sanibel Island.brbrCommunity Amenities:brWhether you're here to relax or stay active, this vibrant community offers something for everyone:brTake a refreshing dip in the sparkling outdoor poolbrEnjoy a friendly match on the tennis or pickleball courtsbrFire up the BBQ grills for a delicious cookout with family and friendsbrChallenge each other to a fun game of shuffleboardbrStroll or bike along the island’s scenic trails, or explore the nearby beaches and nature preservesbrbrThis is a NON-SMOKING complex; smoking is only permitted in designated areas and is not allowed on lanais.brbrFrom tranquil mornings on the lanai to action-packed afternoons under the Florida sun, Unit 262 at Sanibel Island offers the perfect escape. Book your stay now and experience the beauty, relaxation, and charm that make Sanibel one of Florida’s most beloved destinations!brbr***Minimum 25+ Age Requirement***brbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Rental Dwelling License#: RDWL-004667brbrVRBO ID #4604548brVRBO 4604548
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Exceptional(1)

$383.36

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Reimagined 2BR/2BA Gulf-View Condo with Luxe Amenities

Sanibel, Florida, United States

Guests can once again experience the beauty and charm of Sanibel Island with a stay in this fully reimagined 2-bedroom, 2-bathroom condo. While recovery efforts from Hurricane Ian are still underway, we’re proud to offer this updated vacation retreat that combines the comforts of home with the allure of the Gulf Coast.brbrPerched on the third floor, this 1,235-square-foot condo offers stunning panoramic views of both the shimmering Gulf of Mexico and the sparkling community pool below. Step out onto the screened lanai to enjoy morning coffee, evening sunsets, or just a peaceful moment surrounded by the soothing sounds of island life.brbrInside, the condo has been thoughtfully remodeled to maximize both beauty and functionality. The spacious master bedroom features a luxurious king-sized bed and ensuite bath, while the guest bedroom offers two twin beds—perfect for families or friends. A queen sleeper sofa in the living area ensures comfortable accommodations for up to six guests total. Elegant furnishings, modern finishes, and beachy accents make this condo feel like a true coastal escape.brbrUnwind, Explore & Enjoy the Best of Island LifebrWhen you're ready for fun, this resort-style complex has it all. Whether you're taking a dip in the pool, hitting the tennis and pickleball courts, or soaking up the sun on the beach, there’s no shortage of ways to unwind. Want to dine al fresco Fire up the community grills and enjoy a seaside BBQ. Or gather your group for a friendly game of shuffleboard!brbrUnit is a NON-SMOKING including out on the patio.brbrWhether you're seeking a romantic retreat, a family beach vacation, or a rejuvenating escape with friends, this newly updated Gulf-view condo offers the perfect blend of relaxation and recreation. Reserve your stay today and be one of the first to enjoy Sanibel Island’s vibrant return!brbr***Minimum 25+ Age Requirement***brbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Rental Dwelling License #RDWL-003950brbrVRBO ID #4604547brVRBO 4604547
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Exceptional(1)

$438.91

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Gulfside Bliss Awaits: Luxury Ground-Floor Condo with Direct Beach Access

Sanibel, Florida, United States

Escape to the serene shores of Sanibel Island and immerse yourself in laid-back luxury at this stunning, fully remodeled ground-floor beachfront condo. Designed with both comfort and style in mind, this 2-bedroom, 2-bathroom retreat offers 1,235 square feet of spacious living—and a setting that feels like your own private slice of paradise.brbrWake up to the sound of gentle waves and enjoy your morning coffee on the screened lanai as the sun rises over the Gulf. With direct walkout access to the beach, you’re only steps from the sand—perfect for morning strolls, shell collecting, or sunset picnics.brbrInside, the master suite features a plush King-size bed and a private ensuite bath with a walk-in shower, while the guest bedroom offers a Full bed and a Twin bed—ideal for families or friends traveling together. A queen sleeper sofa in the living room adds extra space for guests, bringing the total capacity to six. The second bathroom is also equipped with a walk-in shower, adding convenience for all.brbrThis thoughtfully designed condo brings the comforts of home to your vacation, and more—with modern furnishings, updated finishes, and large windows that fill the space with natural light and Gulf views.brbrAmenities That Elevate Your Stay:brWhen you’re not soaking up the sun on the beach, dive into fun at the community pool, sharpen your skills on the tennis or pickleball courts, or enjoy a lively game of shuffleboard. Craving a cookout Fire up one of the community BBQ grills and gather with friends and family for a delicious al fresco meal under the stars.brbrWhether you’re seeking adventure, relaxation, or a bit of both, this beachfront haven offers the perfect setting for an unforgettable Sanibel Island getaway. Book your stay today and start making memories that will last a lifetime.brbrbr***Minimum 25+ Age Requirement***brbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Rental Dwelling License #RDWL-010732brbrVRBO ID #4604546brVRBO 4604546
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Exceptional(1)

$890.25

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Pointe Santo E34 - Luxury 3-Bedroom Gulf Front Corner Condo

Sanibel, Florida, United States

**While Pointe Santo has made tremendous progress since the hurricanes, please note that there is a small area of active construction by the B Building** All amenities are open and accessible!brbrWake up each morning to stunning Gulf views and end each day with the sound of gentle waves in this beautifully updated and spacious condo. Perfectly positioned as a corner unit, this 3-bedroom, 2-bathroom retreat offers enhanced privacy, abundant natural light, and sweeping coastal vistas that invite relaxation from every room.brbrThe primary suite is your private oasis, featuring a plush king-sized bed and elegant finishes. A second king bed in the guest bedroom provides comfort for additional adult guests, while the third bedroom boasts two queen beds—ideal for families or groups traveling together. With tasteful décor and high-end furnishings throughout, every detail has been thoughtfully designed to provide a serene and stylish experience.brbrThis unit has been fully remodeled from top to bottom, blending coastal charm with modern amenities. Whether you’re enjoying coffee on the lanai, preparing meals in the sleek, fully-equipped kitchen, or simply relaxing after a day of shelling and sun, you’ll find everything you need for an unforgettable Sanibel stay.brbrProperty amenities include a pool, hot tub, tennis and pickleball courts, and BBQ grills brbrThe location is perfectly positioned on West Gulf Drive, our condo offers:brbrDirect access to one of Sanibel's most coveted shelling beachesbrShort drive to the historic Sanibel LighthousebrMinutes from J.N. Ding Darling National Wildlife RefugebrEasy access to island shopping and diningbrProximity to golf courses and water activitiesbrbrThe Sanibel ExperiencebrSanibel Island is world-renowned for its pristine beaches and abundant seashells. Unlike many Florida beach destinations, Sanibel maintains a natural, unspoiled atmosphere with no high-rises or commercial development dominating the landscape. The island's dedication to conservation ensures a peaceful environment where nature takes center stage.brEnjoy world-class shelling (the Sanibel Stoop is the local term for the bent-over posture of shell collectors!), bird watching at the wildlife refuge, cycling on 25+ miles of dedicated bike paths, kayaking through mangrove tunnels, or simply relaxing on your private slice of paradise.brbr***Minimum 25+ Age Requirement***brbrPlease Note: Pointe Santo is a NON-SMOKING community. Smoking is permitted only in designated outdoor areas. Smoking is strictly prohibited on lanais and within the units to maintain a clean, fresh, and healthy environment for all guests.brbrSanibel Dwelling License#: RDWL-004649brVRBO ID #4604544brVRBO 4604544
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Exceptional(10)

$321.2

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Sublime Beachfront Residence at Loggerhead Cay

Sanibel, Florida, United States

Summary:brbrLoggerhead 253 is a fantastic 2/2 condo residence in the sought after Loggerhead Cay development of Sanibel's East End. As a Gulf-front community located just a matter of feet from the beach, Loggerhead Cay is a favorite among frequent travelers of Sanibel Island. With resort grade amenities including tennis, Olympic sized swimming pool, shuffleboard, and community grills, and a fantastic location with easy on/off island access, Loggerhead Cay is an excellent choice for your next vacation!brbrbrbrThe Space:brbrFeaturing two spacious bedrooms, two upgraded bathrooms, an expansive lanai with ample seating space for up to six, and an exquisitely renovated full kitchen this residence is sure to please even the most discerning of guests. Additionally, guests of Loggerhead 253 find that this particular residence is very well suited for families with children, accommodating them especially well with the two twin beds in the guest bedroom and the queen sleeper sofa in the living room. The unit is incredibly bright and spacious and comfortably sleeps up to six people. The master bathroom offers a king size bed and en-suite private bathroom. The second bedroom offers two twin beds with a bathroom located in the hallway outside the bedroom with walk in shower. The main living area offers a pull-out Queen sleeper sofa. Each bedroom has TV, and the main living area has a large smart TV. The kitchen is fully equipped with everything that you would need for making full meals during your stay. Appliances are new, and there is a washer and dryer located within the unit. Other offerings include high-speed wireless internet, beach equipment for your use including chairs, umbrella, beach cart, sand toys and boogie boards, ample books and games to enjoy during your visit. Linens and beach towels are included. This unit is a short two to three minute walk to the sand from your door. It is located in building two on the third floor with both stair and elevator access. There is an assigned parking space located directly behind the unit.brbrbrbrCity of Sanibel Dwelling License Number RDWL-010564brbrbrbrGuest Access:brbrGuests have access to the entire Loggerhead complex and all amenities, as well as the Loggerhead 253 unit itself.brbrbrbrThe Neighborhood:brbrLoggerhead Cay is located on the highly desirable East End of Sanibel Island, adjacent to beaches, shopping, and restaurants but most importantly providing guests with easy on/off access to the causeway via Lindgren Blvd., just a few hundred feet from the entrance to the Loggerhead Cay association.brbrbrbrGetting Around:brbrWe recommend rental bikes or car for getting around the island, as most restaurants, shopping, and activities are located more than one mile away from Loggerhead Cay.brbrbrbrOther Things to Note:brbrGuests are required to complete a rental agreement.brbrE-Bikes are not allowed on property.brbrA non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as needed but provide guests the space they desire in order to afford them a relaxing and tranquil vacation.
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Exceptional(8)

$554.31

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Private Vacation Home

Villa Sanibel 1C Premier Beachfront Residence

Sanibel, Florida, United States

Summary:brDon't miss out on the opportunity to experience this beachfront condo in the exclusive Villa Sanibel development. Featuring a walkout patio facing the beach, you can quite literally roll out of bed onto the beach. Featuring two large bedrooms, two upgraded bathrooms, a well-appointed kitchen, a spacious patio, access to fantastic amenities and your very own private beach access, this unit is a beachgoer's dream. Fully renovated in 2025 and available for the first time since hurricane Ian!brbrThe Space:brThis unit is located on the ground floor, directly facing the Gulf of Mexico, and features more than 1075 square feet of island living space. This unit features four beds, one king (located in the master bedroom), two twin beds (located in the guest bedroom), in addition a pullout sleeper sofa bed in the living room. Additionally, the condo features two full bathrooms. Included are essentials such as in unit washer and dryer, wifi, hair dryer, microwave, range, refrigerator, and more. Additionally, guests have access to on site pool and tennis facilities, in addition to beach gear, including chairs, umbrella, floats, boogie boards, and much more.brbrHighlights:brbr-Direct beachfront disposition, including panoramic views from patio, living room, and master bedroom.br-Modern condo with great amenities included pool, grills, and tennis.br-Access to a wide array of beach gear.br-Steps to beach, Bailey Tract, and morebrbrGuest Access:brGuests will have access to all the amenities of the Villa Sanibel complex including a recently renovated pool, tennis courts, grills and private beach access just steps from your unit.brbrThe Neighborhood:brVilla Sanibel is located in a highly desirable location, on West Gulf Drive. Extremely close to the beach but also a quick drive away from dining and shopping, this unit provides the optimal balance of vacationing in a tranquil setting yet being in the middle of it all within minutes.brbrOther Things to Note:brGuests must complete a rental agreement prior to check in. The agreement will be sent upon booking by e-mail. brA non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrInteraction with Guests:brWe provide guests with as much privacy as they would like, yet are available in an instant as needed to address any issues, large or small. We are available through phone, text, e-mail, and in person any time assistance is needed and are equipped to handle any guest request.
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Exceptional(2)

$477.11

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Gulfside Elegance Awaits – Stunning 3-Bedroom Condo in Sundial East

Sanibel, Florida, United States

Welcome to your dream beach retreat at Sundial East – Unit T203! brbrThis beautifully remodeled 3-bedroom, 2-bath condo offers breathtaking Gulf of Mexico views and the perfect blend of comfort, style, and island relaxation.brbr Highlights:br• Stunning Gulf views from your private screened-in cabanabr• Spacious open-concept layout with coastal-inspired décorbr• Sleeps up to 6 guests comfortablybr• Fully equipped kitchen with modern finishesbr• Bright and airy living spaces designed for relaxationbrbr Sleeping Arrangements:br• Primary Suite: King bedbr• Guest Bedroom 1: Two twin bedsbr• Guest Bedroom 2: Two twin bedsbrbr Included Amenities:br• Beach chairs, umbrella & beach towelsbr• BBQ grilling areabr• Access to tennis & pickleball courts (fee applies)br• Private screened balcony/cabanabr• Easy beach access just steps awaybrbr Prime Sanibel Island Location:br• Walk to shops and local diningbr• Minutes from the famous shelling beachesbr• Convenient access to J.N. “Ding” Darling Wildlife Refugebr• Ideal for families, couples, and small groupsbrbrWhether you're spending the day shelling on the beach, exploring the island, or simply relaxing with sunset views from the balcony, this condo is the perfect home base for your Sanibel getaway.brbr Important Note:brThe pool for the R-S-T buildings is currently closed until further notice. Guests may still enjoy access to the O-P-Q pool during their stay.brbrYour slice of paradise awaits — book now and start making unforgettable Sanibel memories!brbr***Minimum 25+ Age Requirement***brbrSanibel Rental Dwelling License#: RDWL-003869brVRBO ID # 4604565brVRBO 4604565
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Exceptional(1)

$423.53

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Condo

Sundial Q404 | Gulf View 2BR + Den | Sanibel Beach Condo

Sanibel, Florida, United States

Welcome to Sundial Q404 – Your Sanibel Island Escape brbr Beautiful 2BR + Den Condo with Gulf ViewsbrLocated in the highly desirable Sundial Beach Resort & Spa on stunning Sanibel Island, this spacious vacation rental offers the perfect blend of comfort, flexibility, and coastal charm.brbr The Spacebr• Primary bedroom with private ensuite bathroombr• Comfortable second bedroom for additional guestsbr• Separate den — ideal for kids, extra guests, or a quiet workspacebr• 2 full bathrooms for added conveniencebr• Open-concept living & dining areabr• Fully equipped kitchen for extended staysbr• Private screened lanai with relaxing Gulf views & coastal breezesbrbr Why Guests Love Itbr• Perfect for families, couples, or small groupsbr• Easy walk to the beachbr• Peaceful resort-style setting surrounded by tropical landscapingbr• Gulf views without sacrificing conveniencebr• Access to a private condo guest poolbrbr Things to Do Nearbybr• Explore scenic island bike pathsbr• Enjoy local restaurants & cafésbr• Shop charming boutiques, art galleries & island marketsbr• Spend the day shelling along Sanibel’s famous shorelinebr• Visit nearby nature preserves & wildlife areasbrbr Important Informationbr• Located within the Sundial communitybr• Resort amenities are not included with your staybr• Guests still enjoy direct beach access and an excellent island locationbr• Depending on the season, on-site dining and limited day-pass amenities may be availablebrbr Sundial Q404 is the perfect island retreat for guests seeking extra space, beautiful Gulf views, and a relaxing Sanibel getaway.brbr***Minimum 25+ Age Requirement***brbrVRBO ID # 4604564
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Exceptional(4)

$495.57

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Condo

Gulf-Front at Sundial East – And stay for as little as 3 nights this summer!

Sanibel, Florida, United States

Sundial East O306 – Gulf-Front Corner Condo on Sanibel IslandbrbrWelcome to Sundial East O306, a beautifully located corner unit where the natural beauty of Sanibel Island meets the comfort and ease of home. Set directly on the Gulf of Mexico, this two-bedroom, two-bath condo with a den offers sweeping 180-degree water views and a rare wrap-around private balcony—perfect for soaking in sunrise, sunset, and frequent dolphin sightings.brbrThe Spacebrbr*Corner unit with expansive wrap-around balcony and unobstructed Gulf-front viewsbr*2 bedrooms + 2 bathrooms + open den (no door for privacy)br*Comfortably sleeps up to 6 guestsbr*Thoughtfully furnished for a relaxed coastal staybrbrSleeping Arrangementsbrbr*Primary bedroom: King bedbr*Guest bedroom: Queen bed + Twin bedbr*Living room: Queen sleeper sofabrbrAmenities & Comfortsbrbr*Bright, open living and dining area designed for gathering and relaxationbr*Beach essentials included: chairs, umbrella, and beach towelsbr*BBQ grills available on propertybr*Tennis and pickleball available (fee may apply)brbrResort Notebrbr***The R-S-T building pool is currently closed until further noticebr***Guests may use the nearby O-P-Q pool during their staybrbrLocation Highlightsbrbr*Direct Gulf-front access on beautiful Sanibel Islandbr*One of the few complexes on Sanibel that allows stays under 7 nights—ideal for quick beach getawaysbrbrEnjoy a peaceful coastal escape with unbeatable views, easy beach access, and all the comforts of home. Book your stay at Sundial East O306 and experience Sanibel Island at its best.brbr***Minimum 25+ Age Requirement***brbrSanibel Rental Dwelling License#: RDWL-005002brVRBO ID # 4604563brVRBO 4604563
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$328.59

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Condo

Sundial J101 | Beachside 1BR | Walk to Sand | Ground Floor

Sanibel, Florida, United States

Welcome to Sundial Beach Resort & Spa – Unit J101 | Sanibel Island EscapebrbrEnjoy a relaxing stay on beautiful Sanibel Island in this cozy ground-floor studio-style 1-bedroom condo, perfect for couples or small families. Located in a peaceful courtyard setting just a short walk from the beach, you’ll get the ideal mix of comfort, convenience, and island charm.brbr The Spacebrbr* King bed + queen sofa sleeper (sleeps up to 4 guests)br* 1 full bathroombr* Fully equipped kitchen for easy meals at homebr* Private screened lanai with tranquil courtyard viewsbr* Ground-floor unit for easy, step-free accessbrbr Beach & Location Perksbrbr* Short walk to the beachbr* Located inside the Sundial communitybr* Close to bike paths, shops, and island diningbr* Access to a private condo guest pool (separate from resort amenities)brbr Why Guests Love Sanibelbrbr* World-famous shelling beachesbr* Laid-back island vibe and natural beautybr* Peaceful, nature-focused surroundingsbr* Beautiful sunsets and quiet coastal morningsbrbr Things to Do Nearbybrbr* Bike scenic island trailsbr* Explore local cafés and waterfront restaurantsbr* Visit boutiques, art galleries, and island marketsbr* Discover nature preserves and wildlife refugesbr* Spend the day shelling along the shorelinebr* Tennis & pickleball available (fee may apply)br* BBQ grills available for guest usebr* Beach chairs, umbrella & towels includedbrbr Please NotebrbrResort amenities are not included with this staybrGuests still enjoy direct beach access and a prime island locationbrLimited seasonal dining and select day-pass options may be available on-sitebrbr Why You’ll Love This Condobrbr* Close-to-beach location without beachfront pricingbr* Quiet, relaxing courtyard settingbr* Ideal size for couples or small getawaysbr* Located in one of Sanibel’s most desirable communitiesbrbr***Minimum 25+ Age Requirement***brbrVRBO ID # 4604562brVRBO 4604562
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$399.77

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Condo

Villa Sanibel 1D- Stunning Walk Out Beach Condo

Sanibel, Florida, United States

Summary:brWelcome to Villa Sanibel 1D- Be one of the first guests to enjoy this recently renovated residence, finished in 2025! Total relaxation awaits at this beautiful condo appointed in coastal style in the exclusive Villa Sanibel development. With a ground floor patio leading to the beach in less than 1 minute and the parking spot located right behind the unit, this unit is ideal for guests with limited mobility. The unit features two large bedrooms, two renovated bathrooms, a spacious living room area, a queen-sized sleeper sofa and a well-appointed kitchen.brbrThe Space:brThis unit is located on the ground floor and features more than 900 square feet of island living space. This unit features three beds, one king (located in the master bedroom), and two double beds (located in the guest bedroom), in addition to two full bathrooms. Included are essentials such as in unit washer and dryer, wifi, hair dryer, microwave, range, refrigerator, and more. Additionally, guests have access to on site pool and tennis facilities, in addition to beach gear, including chairs, umbrella, floats, boogie boards, and much more.brbrGuest Access:brGuests will have access to all the amenities of the Villa Sanibel complex including a recently renovated pool, tennis courts, grills and private beach access just steps from your unit.brbrThe Neighborhood:brVilla Sanibel is located in a highly desirable location, on West Gulf Drive. Extremely close to the beach but also a quick drive away from dining and shopping, this unit provides the optimal balance of vacationing in a tranquil setting yet being in the middle of it all within minutes.brbrGetting Around:brUber, taxi, and car can get you to the unit.brbrOther Things to Note:brGuests must sign a rental agreement upon booking the property.brA non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrInteraction with Guests:brWe provide guests with as much privacy as they would like, yet are available in an instant as needed to address any issues, large or small. We are available through phone, text, e-mail, and in person any time assistance is needed and are equipped to handle any guest request.
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$688.91

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Private Vacation Home

3-Bedroom, 3-Bath Private Home in Sanibel Steps to Beach 1 Week Minimum Rental

Sanibel, Florida, United States

Important Note: Sanibel Island requires that single-family homes rent for a minimum duration of 28 days, or 4 consecutive weeks. Shell Seekers' Sanctuary is unique in that we are willing to rent for a minimum of ONE WEEK and leave the property unrented for the surrounding / consecutive remainder of the 28 days. CONTACT US BEFORE BOOKING FOR ADJUSTED PRICING.brbrRent for 2 weeks: Receive a 30% discount on the nightly rate shownbrRent for 3 weeks: Receive a 40% discount on the nightly rate shownbrRent for 4 weeks: Receive a 52% discount on the nightly rate shownbrbrProperty Description:brTake the 2-minute walk via a private, deeded access path to your pristine shelling paradise. brbrInfused with a warm and welcoming atmosphere that seamlessly combines modern comfort and traditional Sanibel charm, this open-concept home feels light, relaxed, and inviting. Blending coastal charm, luxury finishes, and timeless warmth, guests will find that every corner tells a story, inviting relaxation in this peaceful sanctuary nestled in a quiet neighborhood. Newly renovated in 2025.brbrAbout Shell Seekers' Sanctuary:brSteps from the beach, Shell Seekers' Sanctuary invites seaside relaxation. Comfort blends with modern decoration, inviting you to unwind. Bespoke touches from artisans, as well as comfortable furniture from Serena & Lily and Pottery Barn, create an ideal space for convivial moments.brbrBedrooms and Bathrooms:brDesigned with guests in mind, this updated, elevated home offers three bedrooms and three full bathrooms, two of which were designed as master ensuites. Bedroom 1 (Primary Master) features a king Simmons Beautyrest Black mattress, and a motorized TV lift cabinet so your view outside is not obstructed. Your private spa retreat awaits in Bathroom 1 (Primary Master), featuring a deep soaking tub as the focal point as well as a custom shower. Bedroom 2 (Secondary Master) and Bathroom 2 (Secondary Master) welcome you with the same luxuries that can be found in the Primary Master. Bedroom 3 features a Casper hybrid mattress, giving you the best of both worlds with a combination of foam and springs that provide targeted support. Bathroom 3, located just outside of the door to Bedroom 3, was renovated with a comfortable, coastal design in mind. For exceptional comfort, enjoy luxury bedding featuring cool, ultra-soft thousand-thread-count sheets with thoughtfully layered textures and plush pillows. Designed to feel indulgent yet inviting, you will enjoy a restful, hotel-quality sleep experience in all bedrooms.brbrKitchen:brExplore a functional and aesthetically appealing kitchen, equipped with everything needed to whip up delicious meals. The modern layout, updated stainless appliances, and friendly space of the dining room make this area the ideal place for gourmet cooking and shared moments.brbrDining Area:brEnjoy your meals in a bright, beach-chic dining area designed to seat six, featuring relaxed coastal style with light finishes, natural textures, and an airy, inviting atmosphere that is perfect for casual gatherings by the shore.brbrFireplace:brA tall, welcoming fireplace clad in white stone anchors the beachy seating area, paired with a weathered wood mantle and comfortable furnishings. The space feels light, relaxed, and inviting, blending coastal charm with timeless warmth.brbrLaundry:brA clean, functional laundry room equipped with a new washer and dryer, designated space for an ironing board, and neatly organized cleaning tools offers convenience and efficiency in a fresh, updated setting.brbrOutdoor Space:brThe rear outdoor deck features dining for six in a carefree coastal setting, offering the perfect location for enjoying casual outdoor meals and fresh sea air.
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$279.16

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Condo

Seashells #39 |June Discounts & 3 Night Min! Book Now!

Sanibel, Florida, United States

WELCOME BACK SEA SHELLS #39brbrSea Shells #39, just a walk away to the beautiful Gulf of Mexico, is a two-bedroom and two-bath unit that is the perfect getaway for the entire family. This unit can sleep up to six guests and is located off West Gulf Drive, in a great location and close to everything on Sanibel!brbrbrbrCONDO FEATURESbrbrSeashells #39 is a completely remodeled two-bedroom, two-bathroom condo that blends modern style with the relaxed charm of Sanibel Island. From the moment you step inside, you’ll notice the fresh coastal design, open layout, and abundant natural light that make this retreat feel both inviting and spacious. The living area flows seamlessly into a fully updated kitchen, complete with stainless steel appliances and everything you need to prepare meals at home.brbrbrbrThe primary suite offers king bed and a peaceful escape with its own en-suite bathroom, while the guest bedroom is thoughtfully designed with two full beds and easy access to the second full bath. Both rooms are furnished for comfort, ensuring restful nights after days spent exploring the island. A private lanai extends the living space outdoors, perfect for enjoying morning coffee or evening cocktails while soaking in the tropical breezes.brbrbrbrLocated closely to Sanibel’s world-famous beaches, Seashells #39 is ideal for shelling, sunset walks, and dolphin watching. The condo is part of the Seashells of Sanibel community, which provides access to a heated pool, tennis courts, and private beach entry. With shops, restaurants, bike paths, and nature preserves nearby, this property offers the perfect balance of convenience and tranquility. Whether you’re planning a romantic getaway, a family vacation, or a relaxing retreat, Seashells #39 delivers the ultimate Sanibel Island experience.brbrbrbr**ONE OF THE BEST FEATURES OF THIS UNIT IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY TWO POOLS, RESTAURANTS, LIVE ENTERTAINMENT, ADDITIONAL BEACH ACCESS, AND SO MUCH MORE! **brbr** Based on availability. brbrbrbrABOUT SANIBEL AND THE COMMUNITYbrbrSea Shells Of Sanibel is a smaller complex with 44 units and offers its guests a heated community pool, shuffleboard and tennis courts. It truly is perfect for a family who are looking to stay for a short weekend or even longer. Sanibel offers 15 miles of pristine beaches (America’s best shelling beaches), 25 miles of bike paths, 250 kinds of shells and 0 stop lights. Top Sanibel Island attractions include: J.N. DING DARLING NATIONAL WILDLIFE REFUGE, CROW-CLINIC FOR THE REHABILITATION OF WILDLIFE, the BAILEY-MATTHEWS NATIONAL SHELL MUSEUM, and SANIBEL LIGHTHOUSE & FISHING PIER.
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$334.67

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Condo

Breakers West B6, NEW LOWER RATES! Minimum 4 Nite stays!

Sanibel, Florida, United States

Welcome to Breakers West B6, a 2nd floor, 2 bed/2 bath condo located in a small, quiet 18 unit complex on West Gulf Drive. With just a short leisurely stroll down the private beach access path you can enjoy sunny days walking the beach in search of shells and taking in the breathtaking West End sunsets each evening. You and your guests will feel right at home in this condo that comfortably sleeps 4, with a king in the primary bedroom and 2 twin beds in the guest room. Each bedroom has their own en-suite. brbrTake in the warm Gulf breezes from your private screened-in lanai while sipping your morning coffee or enjoying that evening cocktail while looking out over the tropical greenery. Enjoy floating in the heated community pool that is just steps away. The owner has equipped the unit with 3 flat screen TVs, secure Wi-Fi and beach equipment. For an added bonus, Breakers West has an amazing rooftop sundeck with loungers. brbrSanibel Holiday's units are equipped with the latest Wi-Fi enabled locks offering easy check in and check out with no need to pick up or return keys. Everyone in the family can have access with one simple and, most importantly, secure code.brbr**1 Parking space is allotted per unit. There are no additional spots for an additional car or guest parking. Oversized vehicles, including larger SUV's, trucks, and vans will not be permitted. **br**This condominium requires a 4 night minimum stay.**br**No Smoking in unit, on lanai or in common areas**br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay**brDwelling License # RDWL-004059
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