Home Vacation Rentals By Owner In Sanibel, FL

Showing 180 Of 1484 Vacation Rentals
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Exceptional(4)

$273.33

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Classic Sanibel Escape - Steps To The beach - Colony Inn 11

Sanibel, Florida, United States

Welcome to Colony Inn Unit 11, a warm and family-friendly island retreat on beautiful Sanibel Island! Professionally managed by Gulf Coast Vacation Rentals, this inviting getaway is nestled within the peaceful Colony Inn community, just a short stroll from the sparkling Gulf waters and soft sandy beaches. It's the perfect home base for families looking to enjoy everything Sanibel has to offer—from world-famous shelling and gentle bike rides along scenic paths to local ice cream shops, casual dining, and charming island boutiques.brbrInside, you'll find a bright and comfortable space designed with family time in mind. The spacious living area offers plenty of room to gather after a full day of beach adventures—whether you're watching a movie together, playing games, or simply relaxing and sharing stories from the day. The fully equipped kitchen with stainless steel appliances makes it easy to prepare family meals, pack picnic lunches for the beach, or enjoy a relaxed breakfast before heading out to explore.brbrThe primary bedroom features two comfortable double beds, offering a cozy and restful space for a good night's sleep after sunny days in the sand and surf. A queen sleeper sofa in the living area provides additional sleeping space, making this unit ideal for families and small groups traveling together.brbrFrom sunrise beach walks to sunset skies over the Gulf, Colony Inn Unit 11 is a welcoming place where families can slow down, reconnect, and create unforgettable island memories together.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. brbrLaundry facilities are conveniently located on each floor of both buildings for guest use.brbr​​​​​​​Please Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Sleep 6

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Exceptional(8)

$262.18

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Relaxing 1BR Sanibel Beach Retreat - Colony Inn 08

Sanibel, Florida, United States

Welcome to Colony Inn Unit 08, your charming island retreat nestled on the shores of beautiful Sanibel Island! Professionally managed by Gulf Coast Vacation Rentals, this delightful getaway is tucked within the peaceful and tropical Colony Inn community, just steps from the sparkling Gulf waters and Sanibel's sandy beaches. Wake up to warm coastal breezes and spend your days exploring the island's famous shelling beaches, scenic bike paths, local cafés, fresh seafood restaurants, and charming boutiques that make Sanibel such a beloved destination.brbrInside, you'll immediately feel at home in the bright and inviting living space, thoughtfully designed with comfort and relaxation in mind. The spacious living area is the perfect place to gather after a sun-soaked beach day, whether you're enjoying movie nights, sharing stories from the day's adventures, or simply unwinding in the relaxed island atmosphere. The kitchen is fully equipped with stainless steel appliances and everything needed to prepare delicious meals, tropical cocktails, or quick snacks before heading back out to enjoy paradise.brbrThe primary bedroom offers a peaceful and cozy escape with a plush king-size bed, creating the perfect place to relax and recharge after days spent exploring the island. For additional sleeping accommodations, there is also a convenient queen sleeper sofa, perfect for families or extra guests.brbrWhether you're strolling along the shoreline collecting seashells, watching colorful Gulf sunsets paint the sky, or simply embracing the slower pace of island life, Colony Inn Unit 08 is the perfect setting for an unforgettable Sanibel Island vacation.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. brbrLaundry facilities are conveniently located on each floor of both buildings for guest use.brbr​​​​​​​Please Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Sleep 4

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Exceptional(2)

$270.77

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1BR Sanibel Condo Near Beach - Colony Inn 07

Sanibel, Florida, United States

Welcome to Colony Inn Unit 07, your relaxing slice of paradise on beautiful Sanibel Island! Professionally managed by Gulf Coast Vacation Rentals, this charming coastal retreat is tucked within the peaceful and tropical Colony Inn community, just steps from the soft sandy beaches and sparkling Gulf waters. Spend your days soaking up the sunshine, collecting seashells along the shoreline, exploring scenic bike paths, or discovering Sanibel's wonderful local restaurants and island boutiques — all just moments away.brbrInside, you'll find a bright, airy, and inviting space designed to make you feel right at home from the moment you arrive. The spacious living area is perfect for unwinding after a day at the beach, featuring cozy seating ideal for relaxing evenings, movie nights, or simply enjoying the laid-back island lifestyle with family and friends. The kitchen is fully equipped with stainless steel appliances and everything you need to prepare delicious meals, beach-day snacks, or your morning coffee before another day in paradise.brbrThe primary bedroom offers a peaceful retreat with a plush king-size bed, creating the perfect place to rest and recharge after days filled with island adventures and breathtaking Gulf sunsets.brbrWhether you're enjoying quiet mornings by the beach, biking beneath swaying palms, or embracing the slower pace of island life, Colony Inn Unit 07 is the perfect place to create unforgettable Sanibel Island memories.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. brbrLaundry facilities are conveniently located on each floor of both buildings for guest use.brbr​​​​​​​​​​​​​​Please Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Exceptional(5)

$268.42

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Sunny 1BR Sanibel Island Escape - Colony Inn 06

Sanibel, Florida, United States

Welcome to Colony Inn Unit 06, your perfect island getaway on beautiful Sanibel Island! Professionally managed by Gulf Coast Vacation Rentals, this charming retreat is located within the peaceful Colony Inn community and just steps away from the sparkling Gulf waters and sandy shoreline. Enjoy easy access to Sanibel's world-renowned shelling beaches, scenic bike paths, local dining favorites, and unique island boutiques, all while embracing the relaxed tropical atmosphere that makes Sanibel so unforgettable.brbrInside, you'll be greeted by a light and welcoming space thoughtfully designed for comfort and relaxation. The spacious living area is the ideal place to unwind after a day spent at the beach, offering cozy seating perfect for movie nights, conversations, or simply relaxing in true island style. The kitchen is fully equipped with stainless steel appliances and everything needed to prepare meals, snacks, and refreshing drinks throughout your stay.brbrThe primary bedroom provides a peaceful retreat with a plush king-size bed, creating the perfect place to recharge after sunny days exploring the island. For additional sleeping accommodations, this unit includes a convenient queen sleeper sofa.brbrWhether you're enjoying breathtaking sunsets over the Gulf, searching for seashells along the shoreline, or soaking in the laid-back coastal lifestyle, Colony Inn Unit 06 is the perfect destination for your next Sanibel Island escape.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. brbrLaundry facilities are conveniently located on each floor of both buildings for guest use.brbr​​​​​​​Please Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Sleep 4

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Exceptional(8)

$246.05

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Sanibel Island 1BR Walk to Beach - Colony Inn 05

Sanibel, Florida, United States

Welcome to Colony Inn Unit 05, your relaxing coastal retreat on stunning Sanibel Island! Professionally managed by Gulf Coast Vacation Rentals, this inviting getaway is nestled within the charming Colony Inn community, just a short stroll from the beautiful Gulf beaches. Spend your days exploring Sanibel's famous shelling beaches, scenic bike trails, local restaurants, and quaint island shops, all while enjoying the peaceful tropical surroundings that make this destination so special.brbrStep inside to discover a bright and airy space designed for comfort and relaxation. The spacious living area offers the perfect setting to unwind after a day at the beach, with comfortable seating ideal for relaxing evenings, gathering with loved ones, or simply soaking in the laid-back island atmosphere. The kitchen is thoughtfully equipped with stainless steel appliances and everything needed to prepare your favorite meals and vacation treats with ease.brbrThe primary bedroom serves as a peaceful retreat featuring a plush king-size bed, creating the perfect place to rest and recharge after sunny days spent exploring the island.brbrWhether you're watching breathtaking Gulf sunsets, collecting seashells along the shore, or enjoying the slower pace of island life, Colony Inn Unit 05 is the perfect place to create unforgettable Sanibel Island memories.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.brbrLaundry facilities are conveniently located on each floor of both buildings for guest use.brbr​​​​​​​Please Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Exceptional(4)

$235.74

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Cozy 1BR Sanibel Beach Condo - Colony Inn 04

Sanibel, Florida, United States

Welcome to Colony Inn Unit 04, your charming island escape on beautiful Sanibel Island! Professionally managed by Gulf Coast Vacation Rentals, this delightful retreat is located just steps from the sparkling Gulf waters and sandy shoreline, placing you in one of Sanibel's most loved beachside communities. From world-famous shelling and scenic bike paths to local dining and boutique shopping, you'll be perfectly situated to experience the very best of island living while enjoying the peaceful tropical atmosphere of Colony Inn.brbrInside, you'll find a bright and welcoming space thoughtfully designed for relaxation and comfort. The spacious living area is the perfect place to unwind after a sun-soaked beach day, featuring cozy seating ideal for relaxing evenings, movie nights, or spending quality time with loved ones. The kitchen is fully equipped with stainless steel appliances and everything needed to prepare delicious meals, snacks, and refreshing drinks throughout your stay.brbrThe primary bedroom offers a restful retreat with two comfortable double-size beds, providing the perfect place to recharge after exploring the island. For additional sleeping accommodations, the living room also features a queen sleeper sofa.brbrWhether you're collecting seashells along the shore, soaking in stunning Gulf sunsets, or simply embracing the laid-back coastal lifestyle, Colony Inn Unit 03 is the perfect setting for an unforgettable Sanibel Island getaway.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.brbrLaundry facilities are conveniently located on each floor of both buildings for guest use.brbr​​​​​​​Please Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Sleep 6

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Exceptional(8)

$240.87

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1BR Sanibel Condo - Steps to Beach - Colony Inn 03

Sanibel, Florida, United States

Welcome to your relaxing island retreat at Colony Inn Unit 03, on beautiful Sanibel Island! Professionally managed by Gulf Coast Vacation Rentals this unit is perfectly situated just steps from the sparkling Gulf waters and sandy beaches, this charming getaway places you in the heart of one of Sanibel's most beloved communities. Enjoy easy access to world-famous shelling, local restaurants, boutique shopping, and scenic bike trails, all while surrounded by the peaceful tropical atmosphere that makes Colony Inn so special.brbrInside, you'll find a light and inviting space designed with comfort in mind. The spacious living area is ideal for relaxing after a day in the sun, with plenty of cozy seating for movie nights, conversations, or simply unwinding in true island style. The kitchen features stainless steel appliances and is fully equipped for preparing everything from beach-day snacks to family meals.brbrThe primary bedroom offers a calming escape with two double-size bed, perfect for restful nights after exploring all that Sanibel Island has to offer. For additional sleeping arrangements there is a queen sleeper sofa. brbrWhether you're spending your days lounging on the beach, searching for seashells along the shoreline, or enjoying breathtaking sunset views over the Gulf, this coastal retreat is the perfect place to make lasting vacation memories.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. brbrLaundry facilities are conveniently located on each floor of both buildings for guest use. brbrPlease Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Sleep 6

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Exceptional(3)

$234.15

/ Nightly
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Charming Sanibel condo - Easy walk to the beach - Pool - Colony Inn 02

Sanibel, Florida, United States

Escape to paradise at Colony Inn Unit 02, on stunning Sanibel Island, where coastal charm and island relaxation come together perfectly. Professionally managed by Gulf Coast Vacation Rentals this unit is ideally located just steps from the pristine Gulf beaches, this inviting retreat places you near Sanibel's beloved shelling, local dining, boutique shopping, and scenic bike paths, all within the peaceful and tropical setting of the charming Colony Inn community.brbrInside, you'll be welcomed by a bright and airy atmosphere designed for comfort and relaxation. The spacious living area is the perfect place to gather after a day spent enjoying the beach, offering plenty of comfortable seating to unwind and embrace the laid-back island lifestyle. The kitchen is fully equipped with stainless steel appliances and everything needed to prepare delicious meals, quick snacks, or your morning coffee before heading out to explore.brbrThe primary bedroom provides a peaceful retreat with a plush king-size bed, creating the perfect place to recharge after sunny beach days and breathtaking Gulf sunsets.brbrWhether you're searching for seashells along the shoreline, biking around the island, or simply soaking in the tranquil surroundings, this Sanibel getaway is the perfect destination for your next coastal escape.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No pets.brbrLaundry facilities are conveniently located on each floor of both buildings for guest use.brbr​​​​​​​Please Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Sleep 4

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Exceptional(5)

$310.93

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Sanibel Island condo - Close to the beach - Colony Inn 01

Sanibel, Florida, United States

Welcome to your perfect island escape at Colony Inn Unit 01, on beautiful Sanibel Island! Professionally managed by Gulf Coast Vacation Rentals this unit is located just steps from the sugar-white sands and turquoise waters of the Gulf, this charming getaway offers the ideal blend of comfort, relaxation, and coastal charm. Nestled within the lovely Colony Inn community, guests can enjoy a peaceful tropical setting while being close to all the shopping, dining, shelling, and biking adventures Sanibel is known for.brbrInside, you ll find a light and inviting atmosphere with a spacious living area that is perfect for unwinding after a fun-filled day at the beach. Sink into the comfortable seating, gather with loved ones, or simply relax and enjoy the laid-back island vibe. The kitchen is thoughtfully appointed with stainless steel appliances and everything needed to prepare your favorite meals and beach snacks with ease.brbrThe primary bedroom serves as a tranquil retreat featuring a plush king-size bed designed for restful nights after days spent soaking up the Florida sunshine. Whether you are enjoying morning walks on the beach, collecting seashells, or watching breathtaking Gulf sunsets, this Sanibel getaway offers the perfect place to create unforgettable vacation memories.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No pets.brbrLaundry facilities are conveniently located on each floor of both buildings for guest use.brbr​​​​​​​Please Note : We're continuing our efforts to maintain and improve the property with enhancements taking place at Building 2 from May 4th through end of June 2026. During this time Building 2 is closed. Work will be conducted Monday–Friday, 7:30 AM to approximately 3:30 PM. br brGuests in Building 1 and around the pool area should experience minimal impact, though occasional daytime renovation noise may be heard. For safety, some areas of the grounds may be temporarily restricted while work is underway. br brWe appreciate your understanding as we make these improvements and look forward to welcoming you!
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Sleep 5

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Exceptional(11)

$239.78

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Mariner Pointe #1061 - Waterfront Vacation rental condo on Sanibel Island!

Sanibel, Florida, United States

Mariner Pointe 1061 is an extraordinary Sanibel Island vacation rental located directly on San Carlos Bay. This direct waterfront condominium is perfect for any Florida vacation traveler wanting to be immersed in the sights and sounds of the wildlife, water and tropical scenery. This two-bedroom, two-bath condominium is so close to the water you will hear the dolphins splashing just outside your lanai! Mariner Pointe 1061 is newly remodeled in a perfect fusion of upscale & tropical with a touch of Island whimsy. The wood flooring, white doors & cabinetry evoke a seaside cottage, while the sea blue paint & beachy art and décor colors it all in Sanibel Island charm.brbrThe cozy floor plan consists of 1,130 square feet of total living area with views of the water from nearly every vantage point. The 155 square foot corner lanai delivers world-class waterfront view of sea & sky, and the wall of sliding doors open fully to the warm ocean breezes. The open floor plan is great for cooking or dining while still enjoying the scenery or socializing. Mariner Pointe 1061 is an exceptional vacation rental for anyone who loves the water, sound of the waves and smell of the salt air. Enjoy Island sunrises and soaring seabirds as you sip a morning latte’. Or end the perfect beach day by pairing a glass of wine with the sounds of the bay waters gently drifting past into the Gulf of Mexico. brbrMariner Pointe 1061 has a lovely dining area open to the view, and features seating for four. The bright and well-equipped kitchen has a full stainless steel appliance package including a refrigerator and freezer, dishwasher, flat range stove, built in microwave, large sink, and more. brbr The kitchen is fully stocked with modern countertop and hand appliances, dishes, glasses, utensils and cookware designed to accommodate nearly every need, even at maximum occupancy.brbrThe Mariner Pointe development is located directly on San Carlos Bay, with easy access to the Causeway and Lighthouse Beach. Close to bike paths and everything Sanibel has to offer, Mariner Pointe is a excellent choice for Sanibel vacation rentals. The common areas feature two heated pools, tropical landscaping, tennis, a fishing pier and even boat slips! Mariner Pointe has private deeded beach access just a leisurely bike ride away. brbrMariner Pointe 1061 features a master suite with a king bed and you can see the water right from the bedroom window! The master bedroom has a large wall-mounted flat-screen television, roomy closet, and an en-suite private bathroom. The master bedroom has a large walk-in shower, over-sized vanity and accented lighting fixtures.brbrThe guest bedroom has a queen-sized bed murphy bed, lots of shelving and a beachy, island color scheme perfect for guests or family. The guest bath is decorated in a complimentary cottage style with a tub for relaxing bubble baths or bathing a baby.brbr This vacation rental condo is also equipped with the latest key-less entry smart-lock technology. This new key-less smart lock feature will offer the option to check-in directly to the property. With this new smart key-less entry system, your Sanibel Island vacation rental is more secure and offers other significant benefits like:brbrIlluminated keypad for easy use day or night.brAbility for everyone in your group to have access using one simple code.brNo unintentional lockouts or lost keys.brProceed directly to your rental property - check in right at the lock. no need to pick up keys.brCheck-out is a snap; just enter the check-out code and walk away - no need to drop off keys.brMinimize the risk of unintentional spread of germs!brbrThis delightful direct waterfront 2 bedroom / 2bath condominium is a the perfect waterfront accommodation for anyone planning a vacation to Sanibel Island, but please note the following:br7 NIGHT MINIMUM STAYbrSATURDAY CHECK-IN & CHECK-OUT ONLY. brNEVER BOOK FLIGHTS UNTIL CONFIRMING YOUR RESERVATION WITH A REPRESENTATIVE OF SELECT VACATION PROPERTIES.brbrCity of Sanibel Dwelling Rental License #RDWL-006066
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Exceptional(1)

$363.14

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Private Vacation Home

Charming Old Florida Style Vacation Rental Home - Sanibel Fitz You

Sanibel, Florida, United States

Sanibel Island Vacation Rental, Sanibel Fitz You, centrally located, private home with 4 bedrooms, 2 1/2 bathrooms, elevator. Charming Old Florida style home walking distance to shops, restaurants and island amenities. This 4BR/2.5BA home has a wonderful floor plan offering a spacious master suite with access to the porch as well as a well-appointed bathroom with tub and separate shower. Two first floor guestrooms are joined by a Jack and Jill bathroom. The 2nd floor includes a loft area that offers a sitting area. The loft offers a Twin bed and queen bed as well. Lovely kitchen and dining area flows seamlessly to the porch - a perfect place to relax and enjoy a meal. Large living room with gas fireplace that also opens to the master bedroom is a wonderful feature on a chilly Florida night. An elevator accesses all floors of the house for added convenience. Large porch overlooks the pool with a covered seating area as well as the lushly vegetated grounds. Don't miss your chance to vacation in your own piece of paradise!brbr4 Bed/ 2.5 BathbrMaster Bedroom- King size bedbrGuest Bedroom 1 - Queen BedbrGuest Bedroom 2 - Queen BedbrLoft, Twin daybed, Full daybedbrbrAmenitiesbrWIFIbrSmart TV's in all the RoomsbrWasher/DryerbrScreen PoolbrOutdoor dinningbrbrPLEASE NOTE, THIS IS A NON-SMOKING HOME! NO SMOKING ON DECK AREA OR AROUND POOL OR IN HOUSE.brbrMinimum stay one month per Sanibel ordinance.brbrOur properties are clean and safe for arrival! Please visit our guest safety page for details.
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Exceptional(15)

$338.92

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Loggerhead Cay 114 is a beachfront vacation rental condo on Sanibel Island!

Sanibel, Florida, United States

Loggerhead Cay 114 is a fourth floor Sanibel Island beachfront vacation rental condominium located directly on the Gulf of Mexico. This newly renovated (2023), direct beachfront condominium is a dream for anyone who wants to really put the “beach” in their beach vacation! Loggerhead Cay 114 is just a shells-throw from the water, and features a large, screened lanai overlooking the beach, as well as a second “bonus” balcony! This Juliet balcony gives you more ways to enjoy the spectacular views of Sanibel’s world-class shoreline and is the perfect place to wake up to the sunrise while enjoying your morning coffee! brbrThe corner floor plan of this beachfront vacation rental has 1,235 square feet of total living area with views of the water from nearly everywhere inside, as well as both the screened lanai and the bonus Juliet balcony for outdoor living. Imagine relaxation accompanied by warm Gulf breezes and views of the sea & sky, all the while being serenaded by sounds of the surf and shorebirds just outside. The sliding doors from the main lanai open onto the living room as well as the primary bedroom, so you are never far from the beach whether watching tv, playing games with the family, or just reading in bed. Loggerhead Cay 114 is the ideal Sanibel Island vacation rental for anyone who simply can’t get enough of the beach and the Island charm!brbrLoggerhead Cay 114 has an open floor plan with plenty of room for families, and the well-equipped kitchen has a full stainless steel appliance package including a refrigerator and freezer, dishwasher, flat range stove, built in microwave, large sink, and more. The kitchen is fully stocked with granite countertops, coffee maker, hand appliances, dishes, glasses, utensils and cookware designed to accommodate nearly every need, even at maximum occupancy.brbrThe Loggerhead Cay grounds are conveniently nestled on the beaches of Sanibel, near the historic and picturesque east end. This area is home to the Sanibel Lighthouse and Park as well as some of the best sunrises, sunsets, shelling, wading or swimming on the West Coast of Florida. The heart of the Island is only minutes away by car or bike, where guests can stroll and enjoy the myriad of Island shopping and dining experiences. Loggerhead Cay has one of the largest heated pools and central courtyards on the island, as well as barbecue grills, tennis and more!brbrLoggerhead Cay 114 features a master suite with a king bed and plenty of closet space and storage. The master suite has floor to ceiling sliding glass doors with access to the lanai, so you can see the water right from the bedroom! The master bedroom also has an en-suite private bathroom. The master bathroom has a large shower and tub, double vanity and is well lighted and bright.brbrThe guest bedroom has two full-sized beds, lots of shelving and a bright, beachy, décor, perfect for guests or a larger family. The guest bath has a large walk-in shower and ceramic tile throughout.brbrThis premiere beachfront vacation rental condo is also equipped with the latest key-less entry smart-lock technology. This new key-less smart lock feature will offer the option to check-in directly to the property. With this new smart key-less entry system, your Sanibel Island vacation rental is more secure and offers other significant benefits like:brbrIlluminated keypad for easy use day or night.brAbility for everyone in your group to have access using one simple code.brNo unintentional lockouts or lost keys.brProceed directly to your rental property - check in right at the lock. no need to pick up keys.brCheck-out is a snap; just enter the check-out code and walk away - no need to drop off keys.brMinimize the risk of unintentional spread of germs!brbr7 NIGHT MINIMUM STAYbrSATURDAY CHECK-IN & CHECK-OUT ONLY. brNEVER BOOK FLIGHTS UNTIL CONFIRMING YOUR RESERVATION WITH SELECT VACATION PROPERTIES.brbr**Elevators are intermittent and cannot be guaranteed. If you must have an elevator please call our office.**brbrCity of Sanibel Dwelling Rental License # RDWL-006931
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Exceptional(20)

$394.13

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Loggerhead Cay #143 - where the view takes your breath away

Sanibel, Florida, United States

~Loggerhead Cay #143: Where Every View Takes Your Breath Away~brbrExpansive Gulf Views. Sunrise to Sunset. Pure Tranquility.brbrIf you've been dreaming of a vacation where you wake to sunrise over the gulf and toast the day's end with a front-row seat to spectacular sunsets, your search ends here. Loggerhead Cay #143 delivers the coastal experience you've been cravingwith views so captivating, you'll find yourself pausing mid-conversation just to take them in.brbr~The View That Changes Everything~brbrPositioned on the third floor as the 4th unit from the water, this exceptional 2-bedroom, 2-bath sanctuary offers an unobstructed panorama of the Gulf of Mexico. brbrFrom your screened balcony, watch the sun paint the sky in brilliant oranges and pinks, observe dolphins playing in the surf, and gaze down at the inviting heated pool and manicured lawn below.brbrThe moment you step inside and catch that first glimpse of endless blue stretching to the horizon, vacation mode officially begins.brbr~Designed for Effortless Relaxation~brbrLiving & Dining SpacesbrbrThe thoughtfully decorated living room wraps you in coastal serenity with soft taupe cabana stripe sofa, loveseat, and two sumptuous cream leather rocker-glider-recliners that cradle you in comfort (perfect for all body types). Seating for 6-7 means everyone has a prime spot to enjoy the view or catch up on your favorite show on the 55 Smart TV.brbrThe dining area (seats 6) flows seamlessly between the kitchen and living room, making mealtimes and entertaining feel natural and easy. Every seat enjoys either gulf views or glimpses of the sparkling pool below.brbrGulf-View Gourmet KitchenbrbrYes, even the kitchen has that coveted water view! Prepare meals surrounded by beauty with gleaming quartz countertops, custom cabinetry including a spacious pantry, and sleek gunmetal stainless appliances. The dedicated coffee bar features both Keurig and drip coffeemakersbecause everyone deserves their perfect cup.brbrThe nearby washer and dryer (detergent provided) means you can pack light and keep beach towels fresh.brbrPrimary Suite: Your Waterfront RetreatbrbrWake in your king-sized bed and slide open the doors to your screened balcony, where morning coffee tastes better with a side of gulf views. The serene bedroom features a custom built-in vanity with backlit LED mirror and wall-mounted Smart TV.brbrThe spa-inspired en-suite bathroom is a showstopper with a luxurious soaking tub/shower combination, spacious quartz-topped vanity adorned with gorgeous seashell hardware, and generous closet space.brbrGuest Bedroom: Flexible & ComfortablebrbrAccommodating both a queen and twin bed, this versatile room works beautifully for couples, friends, or families. It features a Smart TV, ample closet space, and an adjacent bathroom with walk-in shower.brbrThoughtful Touches ThroughoutbrbrPlantation shutters and Hunter Douglas one-touch blinds throughout offer complete privacy control, while provided beach chairs and towels mean you can head straight to the sand without a second thought.brbr~Resort-Style Amenities~brbrLoggerhead Cay delivers the perfect blend of peaceful island living and resort conveniences:brbrOutdoor heated swimming pool with gulf viewsbrbrTennis and Pickleball courts for friendly matchesbrbrShuffleboard for laid-back competitionbrbrBBQ area for alfresco diningbrbrShell washing stationsbrbrElevators throughout for easy accessbrbrOn-site office (print boarding passes and more)brbrYour Smoke-Free SanctuarybrbrLoggerhead Cay maintains a completely smoke-free environment in all condos, patios, lanais, and common areasensuring fresh air and pristine conditions for every guest.brbrProfessionally Managed Since 1997brbrCottages to Castles of Sanibel & Captiva has nearly three decades of experience creating seamless, memorable island vacations.brbrBooking Details:brbrDue to online booking limitations, this property may show as unavailable when dates are actually open but being temporarily held for a possible owner stay please send a message with your specific dates!brbrReady to experience gulf views that will spoil you for life Loggerhead Cay #143 is waiting to become your favorite escapewhere every sunrise brings new possibilities and every sunset feels like a celebration.brbrCity of Sanibel Dwelling Registration License # SHOM-005428brbr-- ID #9141915brbr-- 9141915brbrAmenities Include:brbr- Square Footage, Est.: 1184brbr- Gulf Front: Ybrbr- Gulf View: Ybrbr- Bed Size 1st Rm/Primary: Kingbrbr- Bed Size 2nd Rm: Queen, 1 Twinbrbr- Elevator: Ybrbr- Pool - Chlorine: Ybrbr- Pool - Fresh/Salt Water: Ybrbr- Pool Heat - Electric: Ybrbr- BBQ Grill - Gas: Ybrbr- TVs - Smart: Ybrbr- Wi-Fi: Ybrbr- Cable - Streaming: YouTube TVbrbr- Beach Chairs: Ybrbr- Tennis: Ybrbr- Pickleball Court: Ybrbr- Shuffleboard Court: Ybrbr- Linens Provided: Ybrbr- Coffeemaker - Drip: Ybrbr- Coffeemaker - Keurig: Ybrbr- Dishwasher: Ybrbr- Microwave: Ybrbr- washer dryer: Ybrbr- Parking Space - Assigned: Ybrbr- Smoking Area On Property: Nbrbr- Beach Access: Ybrbr- Rental License No.: SHOM-005428brbr
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$423.7

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Pointe Santo B-47 End Unit, Stunning Gulf Views & Private Rooftop Sundeck

Sanibel, Florida, United States

Welcome to Pointe Santo B-47, a stunning end-unit retreat offering the ultimate blend of luxury, comfort, and breathtaking scenery. Nestled in the heart of Sanibel Island, this beautifully remodeled condo promises an unforgettable vacation experience for the 2026 rental season.brbrRENTALS RUN SATURDAY TO SATURDAY ONLY. CHECK-IN/OUT SATURDAYS ONLYbrbrProperty Highlights:brbr• Prime Location: Situated in the desirable Pointe Santo de Sanibel community, B-47 is an end unit that provides expansive, panoramic views of the Gulf of Mexico.brbr• Exclusive Rooftop Sundeck: Relax and unwind on your private rooftop sundeck, a rare feature that elevates this property to the next level. Enjoy sweeping views of the Gulf and Sanibel’s famous sunsets in complete serenity.brbr• Expansive Gulf and Lagoon Views: The spacious screened lanai offers a tranquil spot to sip your morning coffee or evening cocktail while overlooking the serene lagoon and the sparkling Gulf beyond.brbr• Natural Light & Views: Unique to this end unit, extra windows in the living room and kitchen flood the space with natural light and provide additional stunning views of the Gulf.brbrLuxury Interior Features:brbrPointe Santo B-47 has been completely remodeled for the 2025 rental season, featuring modern, high-end finishes and thoughtful details throughout:brbr• Spacious Open Floor Plan: The beautifully furnished living and dining areas create an inviting space for relaxation or entertaining.brbr• Gourmet Kitchen: Fully equipped with new appliances, sleek countertops, and ample storage. Enjoy cooking while soaking in the Gulf views from the extra windows.brbr• Luxurious Bedrooms: The master suite features a king-sized bed, en-suite bathroom, and direct access to the lanai. The guest bedroom is thoughtfully appointed with comfortable bedding and plenty of space for family or friends.brbr• Modern Bathrooms: Both bathrooms have been updated, ensuring ultimate comfort.brbr• Conveniences: This unit includes high-speed Wi-Fi, cable TV, a washer and dryer, and beach essentials to make your stay effortless.brbrCommunity Amenities:brbrPointe Santo de Sanibel is one of the island’s most sought-after communities, offering amenities that cater to all ages:brbr• Heated swimming pool and hot tub.brbr• Tennis and pickleball courts.brbr• Lush tropical landscaping (completed landscaping to come in 2025) with a central lagoon teeming with wildlife.brbr• Beach access just steps away from your door, where you can enjoy shelling, sunbathing, and water sports.brbrWhy Choose Pointe Santo B-47 brbrThis one-of-a-kind condo combines luxurious accommodations, unrivaled views, and exclusive features like the rooftop sundeck, making it the perfect choice for your Sanibel Island getaway. Whether you’re looking for a romantic escape, a family vacation, or a tranquil retreat, Pointe Santo B-47 delivers an unforgettable experience.brbrDon’t miss your chance to book this extraordinary unit for the 2026 rental season!
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$584.93

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Private Vacation Home

Library Way Retreat: Your Sanibel Oasis with Private Pool, Spa, & Sun Deck

Sanibel, Florida, United States

Library Way Retreat: Your Sanibel Oasis with Private Pool, Spa, & Sun DeckbrbrIndulge in the ultimate Sanibel Island getaway at Library Way Retreat, a completely renovated 3-bedroom, 3-bathroom haven designed for relaxation and rejuvenation.brbrLuxurious Living Spaces:brModern Elegance: Step into a beautifully renovated interior featuring high-end finishes and tasteful décor.brGourmet Kitchen: Channel your inner chef in the fully equipped kitchen, complete with top-of-the-line appliances and ample counter space.brTranquil Bedrooms: Retreat to the primary suite with a plush king bed and a luxurious soaking tub. Two additional bedrooms offer comfortable sleeping arrangements with two double beds in one and a double bed in the other.brbrOutdoor Paradise:brPrivate Pool & Spa: Dive into the sparkling 40-foot saltwater pool, perfect for swimming laps or simply cooling off. Unwind in the soothing connected spa, day or night.brSun-Drenched Deck: Ascend the spiral staircase to a private sun deck with breathtaking water views – the ideal spot for sunbathing or stargazing.brPropane & Electric Pool Heat: Enjoy the pool year-round, with propane heat for quick warm-ups and electric heat for consistent comfort.brbrPrime Location:brIsland Adventures: Stroll to nearby art galleries, restaurants, and unique shops.brBeach Bliss: Just a mile from the pristine beaches of Sanibel Island and situated right next to the bike path, perfect for shelling, swimming, and sunbathing.brbrOptional Private Gym:brStay Fit on Vacation: Inquire about renting the attached private gym, equipped for your fitness needs during your stay.brbrYour Dream Getaway Awaits:brLibrary Way Retreat is ideal for families, couples, or groups of friends seeking a luxurious and rejuvenating Sanibel Island escape. Book your monthly stay today and experience the perfect blend of tranquility and island adventure.brbrImportant Notes:brMonthly Rentals Only: Calendar month stays are required.brNo Pets: We apologize, but pets are not allowed.brbrContact Dream Vacation Rentals to inquire about availability and make this dream retreat your reality!brbrCity of Sanibel Dwelling License #21883
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$550.02

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Beachfront Bliss Awaits: Discover Your Newly Remodeled Sanibel Island Escape

Sanibel, Florida, United States

Welcome to your perfect Sanibel Island escape! This beautifully updated second-floor beachfront condo offers the ideal blend of comfort, style, and relaxation in an intimate Gulf-front community of just 14 units. Conveniently located just east of Tarpon Bay Road, you’ll enjoy peaceful surroundings while still being close to everything Sanibel has to offer.brbrInside, you’ll find fresh coastal décor, an open and airy layout, and all the comforts of home. The condo features two spacious bedrooms, two full bathrooms, and a cozy den with a sleeper sofa, comfortably accommodating up to six guests. The primary suite includes a plush king bed and direct lanai access, while the guest bedroom offers two twin beds—perfect for families or friends traveling together.brbrThe highlight of the condo is the expansive screened lanai with floor-to-ceiling sliding glass doors that bring the beauty of the Gulf right into your living space. Sip your morning coffee while listening to the waves or relax with sunset views and warm ocean breezes after a day at the beach.brbrGuests enjoy easy access via stairs or elevator, and the pool and beach are only steps away—making every day feel effortless and relaxing.brbrHighlights:br• Beachfront second-floor condo with stunning Gulf viewsbr• Located in a quiet, low-density complex with only 14 unitsbr• 2 bedrooms + den with sleeper sofa | Sleeps up to 6 guestsbr• Primary suite with king bed and private lanai accessbr• Guest bedroom with two twin bedsbr• 2 full bathroomsbr• Spacious screened lanai with floor-to-ceiling sliding glass doorsbr• Elevator access availablebr• Pool and beach just steps awaybr• Freshly updated with modern coastal décorbr• Convenient location near Tarpon Bay Roadbr* Tennis Courts and BBQ GrillsbrbrPlease note: This property has a maximum rental stay of two weeks.brbrBe among the first to experience this newly refreshed beachfront retreat and discobrbr***Minimum 25+ Age Requirement***brbrSanibel Rental Dwelling License #: LCB20261966brVRBO ID #4604559brVRBO 4604559
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$348.68

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Peaceful Gulf-View Escape at Sand Pointe 2-Bedroom Condo Perfect for Families

Sanibel, Florida, United States

Welcome to your island escape at Sand Pointe on beautiful Sanibel Island! Nestled along the coveted West Gulf Drive, this spacious 2-bedroom, 2-bath condo offers the perfect blend of coastal comfort, breathtaking Gulf views, and laid-back luxury just steps from the beach.brbrWake up to the sound of the waves and enjoy your morning coffee from the private screened lanai overlooking the sparkling pool and the Gulf of Mexico beyond. Inside, you’ll find a bright open-concept layout with a fully equipped kitchen, breakfast bar, cozy dining area, and comfortable living room designed for relaxing after a day in the sun.brbrThe primary suite features a plush king bed and private en-suite bath, while the guest bedroom includes two twin beds perfect for kids or friends. A sleeper sofa in the living area allows the condo to comfortably accommodate up to 6 guests — ideal for families, couples, or a relaxing beach getaway with friends.brbrWhy Guests Love Sand Pointe:br• Short walk to Sanibel’s world-famous shell-filled beachesbr• Peaceful, low-density complex with only 45 unitsbr• Beautiful Gulf views from the lanaibr• Easy access to bike trails, shopping, and local diningbr• Perfect for family vacations or romantic coastal escapesbrbrImportant Property Updates:brSand Pointe is currently undergoing restoration work following Hurricanes Ian, Helene, and Milton. Construction is active throughout the complex as improvements continue. Pool and pool bath repairs are in progress, with completion anticipated after July 2026. Elevators are operational as of April 2026. We truly appreciate your understanding as the community continues rebuilding and improving for future guests.brbrPlease Note:br• Sand Pointe is a NON-SMOKING complex, including lanaisbr• Smoking is permitted only in designated areasbr• Minimum booking age is 25+brbrExperience the relaxed beauty, stunning sunsets, and island charm that make Sanibel Island one of Florida’s most beloved beach destinations. Reserve your stay today and start making unforgettable coastal memories!brbrVRBO #4604545
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$306.47

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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
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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
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