Vacation Condo Rentals By Owner In Sanibel, FL

$462.96

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

2

Bed

2

Bath

5

Sleeps

$484.92

/ Nightly

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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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$300.56

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Gulf-view Comfort Awaits: Your Tropical Escape at Sundial Resort D404

Sanibel, Florida, United States

Sundial Resort D404 – Gulf-View Island Retreat on Sanibel brbrEscape to island paradise at Sundial Resort D404, a charming 4th-floor Gulf-view condo offering comfort, convenience, and beautiful coastal scenery. Perfect for couples or small families, this 1-bedroom, 1-bath getaway comfortably accommodates up to 4 guests.brbr The Spacebrbr* 1 bedroom with a comfortable queen bedbr* Living area with a sleeper sofabr* Sleeps up to 4 guestsbr* Bright, coastal-inspired interior with natural sunlight and Gulf viewsbrbr Highlightsbrbr* Private lanai with sweeping views of the Gulf of Mexicobr* Ideal spot for morning coffee or sunset cocktailsbr* Relax to the sound of the waves and enjoy island breezesbr* Beautiful sunset views over Sanibel Islandbrbr Location & Activitiesbrbr* Direct access to miles of sandy beach—perfect for shellingbr* Close to Sanibel’s bike paths for scenic rides around the islandbr* Minutes from local shopping, dining, and nature preservesbr* Peaceful resort setting in a prime beachfront locationbrbr Resort Amenitiesbrbr* Sundial West pool br* Tennis and pickleball available (fee applies)br* On-site BBQ grillsbr* Beach chairs, umbrella, and beach towels includedbrbr Good to Knowbrbr* Comfortable, easy island living designed for relaxation and explorationbr* Great blend of privacy and access to resort amenitiesbrbr Book your Sanibel Island escape at Sundial D404—your beachfront home away from home awaits!brbr***Minimum 25+ Age Requirement***brbrSanibel Dwelling License #: RDWL-003050brVRBO ID # 4604560brVRBO 4604560

1

Bed

1

Bath

4

Sleeps

$306.47

/ Nightly

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Top-Floor Tranquility Awaits: Your Sundial D409 Escape Begins in May 2025

Sanibel, Florida, United States

Sundial D409 – Top-Floor Sanibel Island RetreatbrbrWelcome to Sundial D409, a peaceful top-floor 1-bedroom, 1-bath condo located in the sought-after Sundial Beach Resort & Spa community on beautiful Sanibel Island. This elevated retreat offers a quiet, private setting—perfect for guests looking to relax and unwind in a tropical island atmosphere.brbr The SpacebrbrA comfortable and thoughtfully designed 1-bedroom condo ideal for couples or solo travelers:brbr* Private bedroom with a queen bedbr* Queen sleeper sofa in the living roombr* Full bathroombr* Fully equipped kitchen for home-cooked mealsbr* Top-floor location for added privacy and quietbr* Screened lanai to enjoy the island breeze and lush surroundingsbr* A Peaceful Island EscapebrbrD409 is designed for guests who appreciate a more relaxed and private stay:brbr*Top-floor setting creates a more secluded atmospherebr*Reduced foot traffic compared to lower-level unitsbr*Quiet surroundings ideal for rest and rechargebr*Tucked-away feel within the Sundial communitybrbr Location Highlightsbr*Located in the desirable Sundial Beach Resort communitybr*Easy access to Sanibel Island beachesbr*Close to biking paths, nature preserves, and island attractionsbr*Short bike ride or drive to local dining and shoppingbr*Community AmenitiesbrbrGuests enjoy access to select on-site amenities, including:brbr* Private condo pool (separate from resort pools)br* Tennis & pickleball courts (fee may apply)br* BBQ grill areasbr* Beach chairs, umbrella, and towels providedbr* Beautifully maintained tropical landscapingbrbr Important Notebr*This condo is located within the Sundial communitybr*Resort amenities are not included with your staybr*Beach access remains excellent and conveniently closebr*On-site dining brbr Why Guests Love D409br*Top-floor privacy and peaceful atmospherebr*Perfect for couples or extended relaxing staysbr*Comfortable, fully equipped layout for easy livingbr*Great value in one of Sanibel’s most desirable communitiesbr*Ideal balance of convenience and quiet island livingbrbr Booking Informationbr*Well-suited for longer, relaxing vacationsbr*Seasonal pricing and flexible availabilitybr*Professionally managed for a smooth, worry-free staybrbrWe’d love to host you at Sundial D409—your peaceful Sanibel Island escape awaits.brbr***Minimum 25+ Age Requirement***brbrSanibel Rental Dwelling License #: RDWL-004647brVRBO ID # 4604561brVRBO 4604561

1

Bed

1

Bath

4

Sleeps

$319.56

/ Nightly

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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

2

Bed

2

Bath

6

Sleeps

$320.69

/ Nightly

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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

2

Bed

2

Bath

6

Sleeps

$320.69

/ Nightly

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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

2

Bed

2

Bath

6

Sleeps

$320.69

/ Nightly

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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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$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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$328.59

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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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Bath

Sleeps

$423.53

/ Nightly

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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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Sleeps

$495.57

/ Nightly

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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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Sleeps

$477.11

/ Nightly

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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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Sleeps

$399.77

/ Nightly

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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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$279.16

/ Nightly

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

/ Nightly

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

2

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2

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4

Sleeps

$244.97

/ Nightly

Condo

New | Spacious Coastal Luxury | Sanibel Condo | Steps to Bowman’s Beach

Sanibel, Florida, United States

Rare Sanibel Luxury: Steps to Bowman’s + FREE Kayaks & Pickleball!brbrThe Ultimate Nature-Lover’s Coastal Escape Experience the best of Sanibel Island in this newly renovated, 7-acre sanctuary. Nestled against the serene beauty of Clam Bayou and just a 5-minute stroll from the world-famous shelling at Bowman’s Beach, this Blind Pass at Bowman's Beach condo offers a rare blend of modern luxury and authentic island adventure.brbr**POOL CLOSED FOR MAINTENANCE JUNE 20-27**brbr✨ Why You’ll Love This Stay:brbr Private Bridge to Bowman's Beach: Avoid the crowds and parking hassle with private access to this iconic shelling haven.br Exclusive Clam Bayou Access: Explore secluded Silver Key with FREE kayak usage included in your stay—a rare Sanibel amenity! br Modern Coastal Luxury: Completely remodeled with a bright, airy design, quartz countertops, and high-end finishes.br Active Island Living: Enjoy FREE tennis and pickleball on-site, or hop on the nearby bike paths to explore the refuge.br Family-Ready: We’ve thought of everything—from a high chair and Pack ‘n Play to a dedicated toddler-friendly layout.brbrElegant Accommodations (Sleeps 6)brbrPrimary Suite: King-sized bed with premium linens and a private, spa-like ensuite.br Guest Suite: Two Queen-sized beds beautifully styled for comfort with hotel-quality bedding.br Additional Space: Comfortable Queen sofa sleeper located in the living area—ideal for kids or extra guests.brbrChef’s Kitchen & Gathering SpacebrbrFully Stocked: Updated appliances, including a microwave drawer and air fryer.br Open-Concept: Large quartz island and spacious dining and living areas perfect for family game nights or seafood dinners.br Stay Connected: Private Desk for Work and High-speed Wi-Fi & Smart TVs throughout for streaming your favorite shows.brbrOutdoor Living & Island EssentialsbrbrPrivate Screened Lanai: Enjoy your morning coffee or evening wine on a newly landscaped, oversized lanai.br The Beach Bundle: Don't pack the heavy stuff! We provide beach chairs, umbrellas, and essential gear.br Ease of Stay: In-unit washer/dryer, free parking, and professional management by Dream Vacation Rentals for 24/7 peace of mind.br Covered Parking: A dedicated carport space to protect your vehicle from the elements, with guest parking nearbybrbrLocation Highlights brbrBowman’s Beach: A short 5-minute walk over our private Clam Bayou bridge to the island's best shelling and most iconic sunsets.br Ding Darling Wildlife Refuge: Just minutes away for world-class birding and nature trails.br Dining & Shopping: Tucked away from the crowds for total peace, yet minutes from the island's best local favorites on Sanibel and Captiva.brbrCity of Sanibel Dwelling License #21880

3

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2

Bath

6

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$356.86

/ Nightly

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Blind Pass Condos at Bowman's Beach D203 on beautiful Sanibel Island

Sanibel, Florida, United States

D203 is an UPDATED unit within the Blind Pass Rental Program and features recent updates to furnishings and/or amenities and major appliances that fall within hospitality industry standards for life expectancy.brbrBlind Pass Condos at Bowman's Beach D203:brThis two-bedroom, two-bath condo with a beachy and nautical theme is light, airy and fully equipped, with all beach equipment, full kitchen, washer and dryer in the unit. The condo has three flat-screen TVs and has a roomy 1,280 square feet in which to spread out. It is the only condo complex with access to Bowman s Beach, set away from other resorts. No beach crowds, with peace and quiet and the natural beauty of the island.brbrBedroom Configurations:brPrimary bedroom: 1 king bedbrGuest bedroom: 2 queen bedsbrLiving room: 1 pull-out queen size sofa bedbrbrBedrooms and Bathrooms: The master bedroom is spacious and has a king-size bed and a large walk-in shower. The guest bedroom has two queen beds and the guest bathroom also has a step-in shower. The living room has a queen sofa bed.brbrKitchen: The modern kitchen with stainless appliances has a large island with stool seating. The stacked washer/dryer are in a kitchen closet. You ll enjoy cooking in this lovely space.brbrDining and Living Room: The dining table seats six comfortably and the living room has plenty of space to relax with family and friends.brbrIN ALL UNITS reserved through on-site Blind Pass Rental Department:br*Wireless internetbr*Satellite TV in Living Room and Bedroomsbr*Fully-equipped kitchen: Refrigerator, range, microwave, dishwasher, coffeemaker, toaster, blender, tableware/drinkware/cookwarebr*Washer/Dryerbr*Iron/Ironing Boardbr*Blow Dryersbr*Sheets/bed linens, bath towels, beach towelsbr*Beach chairs, umbrella, cooler and beach cartbrbrStarter Kit Supplies included:br4 rolls toilet paper, 2 boxes tissues, 1 roll paper towels, 2 packets laundry soap, 2 packets dishwasher detergent, 1 small bottle liquid dish soap, 1 scrub sponge, 4 bars bath soap and 5 trash bags. *Guests will need to purchase any further supplies needed at a local grocery.

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$371.58

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FUN & SUN - Unit 542 at Loggerhead Cay Sanibel Island

Sanibel, Florida, United States

Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6)brbrOne of the Best-Rated Condos at Loggerhead Cay! TWO-MINUTE walk to the Beach. Please note that our condo rents from Saturday to Saturday.brbrWe welcome you to enjoy our newly renovated Beachside condominium. Completely remodeled kitchen and bathrooms. Please know that we personally use our beach home several weeks per year, and we hope you find it as comfortable and inviting as we do. A home away from home for your family vacation.brbr'FUN & SUN' - Unit 542 (Building 5 is beachfront!)brLoggerhead Cay is a favorite place to stay among visitors to Sanibel Island - please read our guest comments!!! The units are very spacious, and the pool is one of the largest on the Island. The complex features beautiful tennis courts, shuffleboard, and a grilling area. The island bike path runs right in front of the complex. Beautifully maintained grounds and fantastic views of the Gulf of Mexico from the pool make it easy to understand why Loggerhead is so desirable. Location...location...location...Loggerhead Cay is within 1 mile of some of Sanibel's most desirable attractions- restaurants, shopping, and beaches.brbrUnit 542 is located in building five, which is beachfront. The unit has just been renovated. TWO BEDROOMS, TWO BATHS, AND A QUEEN-SIZE SLEEPER CAN SLEEP SIX... The master bedroom has a full bath, a nice closet, a flat-screen TV, and offers a fantastic view of the Gulf of Mexico. Luxurious bedding and towels ensure a good night's rest. The screened-in Lanai overlooks the Gulf and pool and can be entered from the family room and master suite. The lanai is furnished with a comfortable outdoor sectional and table with seating for six. Our Lanai is always a favorite among guests! The guest bedroom has a brand new queen-size bed plus twin bunk beds, a TV, and its own remodeled bath. The living room is extremely spacious, bright, and family-friendly. Two full-size sofas and extra seating make it comfortable for larger families. brbrUnit is extremely kid-friendly: We stock beach towels, numerous pool/beach toys, and board games.br* Beautiful views of the Gulf of Mexicobr* Great proximity/view of the Pool and Courtyardbr* Very Large 2 Bedroom / 2 Bathbr* Comfortable bedding for a restful sleepbr* Pull-out Couchbr* Sleeps 6 comfortablybr* Free WiFibr* TVs in Family Room, Master Bedroom, and Guest Roombr* Conveniently located on the islandbr* Family-oriented complexbr* Outdoor gas grillsbr* Close to shops and restaurantsbr* Approximately 25 minutes from Fort Myers airportbr* Great shellingbr* Bike paths throughout the islandbr* Golf, Biking, Tennis, Shelling, Shopping, Fishing, all nearbybrbrImportant Note: This rental DOES include beach chairs, umbrellas, a wagon, soft coolers, skim boards and more. In addition, we’ve partnered with VayKLife to provide you with a credit toward beach extras like bikes, boogie boards, beach tables, corn hole boards, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.brbrImportant Note: The elevators are currently functional; however, as they are mechanical items, we cannot guarantee they will remain operational during your stay. Please note that refunds will not be issued in the event of elevator malfunctions.***brbr***Due to the aftermath of the storms Helene and Milton, the island is currently in a restoration phase. Please be aware that amenities may not be open or readily accessible during your visit, including limited restaurant options and activities. Additionally, nearby ongoing construction may create noise and other disturbances that we have no control over.***brbrCity of Sanibel Dwelling License #2038

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$582.77

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Blue Gulf 201 - Exclusive three bedroom direct gulf front condo

Sanibel, Florida, United States

Enjoy over 1500 sq ft of direct beach front luxury at Blue Gulf 201. Completely redone after Hurricane Ian! Our three-bedroom/two bathroom vacation rental condominium is one of the best weekly rentals on the Island. Spacious living room with flat panel TV and direct views out to the Gulf of Mexico. New dining table with seating for 8 and completely updated, open kitchen with everything you'll need to prepare meals for friends and family. The expansive master bedroom suite has a king-sized bed and en-suite bathroom, with the first guest bedroom having a queen-sized bed and the second guest bedroom having two double beds. There is a full-size bathroom in between. Blue Gulf 201 is part of just four units on-site with a heated pool (closed until further notice), on-site parking, and endless views of the Gulf of Mexico. With weekly rentals also being permitted, you're sure to have a great time and visit year after year! This condo is just steps away from the beach, and two flights of steps away from the ground. Note this property does not have an elevator, but it is worth the walk up two flights of stairs for the view. Blue Gulf is also an entirely smoke-free complex.brbr*Important Note: This rental does include a ground level beach storage room with chairs an umbrella and other beach toys. Additional items may be rented as we’ve partnered with VayKLife to provide you with a credit toward beach essentials like chairs, umbrellas, coolers, wagons, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. While some of our homes may have beach gear on-site, availability varies, and we cannot guarantee specific items will be provided. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.brbr**Please note that due to hurricane reconstruction, work is continuing on site in various units and the poolside cottage. There may be noise associated with the reconstruction.**brbrCity of Sanibel Dwelling License #23105br

3

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2

Bath

8

Sleeps

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