Home Vacation Rentals By Owner In Sanibel Island, FL

Showing 217 Of 217 Vacation Rentals
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$425.37

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Perfect Tropical Island Escape on Sanibel - Compass Point 121

Sanibel Island, Florida, United States

Sanibel Island Gulf Front Weekly Vacation Rental Condo. Sanibel Island is the perfect tropical island escape, world renowned for its shelling and pristine white sand beaches. From trying to catch a glimpse of a roseate spoonbill in J. N. Ding Darling National Wildlife Refuge to just kicking back and watching the coconut palms sway on your screened lanai, you can do as much or as little as you like.brbrEnjoy the short walk from your beach cabana directly to the beach in this 3 bedroom 2 bath gulf front vacation condo. The living room and screened lanai have views of the Gulf of Mexico and tropical landscape as well as access to the cabana from a spiral staircase. The master bedroom has sliding door access to the screened lanai as well as an en-suite with two sinks and a tub/shower combination. Unit 121 also has a remodeled and fully-equipped kitchen, 2 TVs, Stereo/CD player, washer/dryer, free wi-fi, guest bathroom with walk-in shower.brbrBedding: K/TT/TT. Sleeps 6. No smoking permitted. 7 night minimum stay.brbrThe Compass Pointe complex is a mid-size complex located on Middle Gulf Drive. It offers a heated swimming pool, 2 tennis courts, shuffleboard, gas BBQ grills and a boardwalk to the beach. It is centrally located to shopping, restaurants, 26 miles of paved bike paths, nature preserves, fishing, and golf.brbrCity of Sanibel Dwelling Rental License # RDWL-003090
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$257.17

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Seashells #29-Sanibel Condo with Private Beach Access!

Sanibel Island, Florida, United States

INTRODUCING SEASHELLS OF SANIBEL #29brbrbrbrSEASHELLS #29, just a short walk to the beautiful Gulf of Mexico, is a newly remodeled 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.brbrbrbr**ONE OF THE BEST FEATURES OF THIS HOME 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. brbrbrbrCONDO FEATURESbrbrSeashells #29 features a primary king bedroom with an en-suite bathroom and walk-in shower and a guest double twin bedroom with a hallway guest bathroom. This condo has been uniquely decorated to reflect the beauty and charm of Sanibel. It provides a spacious and comfortable living room area which features a Smart TV and a sleeper sofa for additional guests. Unwind on your private lanai and enjoy just being a few steps to the heated community pool and tennis/pickleball courts and a short walk to the Gulf of Mexico. These are just the beginning of what is in store for a perfect vacation!brbrbrbr**PLEASE NOTE: AS OF DECEMBER 19TH, THE ONSITE SEASHELLS OF SANIBEL POOL HAS OPENED FOR YOU TO ENJOY!**brbrbrbrNestled just across from the crystal-clear waters of the Gulf of Mexico, our charming condominiums offer a unique and unforgettable stay. Envision waking up in paradise at SeaShells 29 and taking a short stroll to some of the world's most pristine and and unspoiled shelling beaches or riding bikes (TWO BIKES PROVIDED FOR FREE AS PART OF YOUR RENTAL) through the scenic roads on the island. Located in the heart of Sanibel Island, you'll be perfectly positioned to explore all the island's wonders.brbrbrbrAnd the best part SeaShells of Sanibel boasts its own private beach access, ensuring you can enjoy the sun, sand, and sea in peace and tranquility.brbrbrbrCome experience the magic of Sanibel Island at SeaShells of Sanibel – your perfect getaway awaits.brbrbrbrABOUT SANIBEL ISLAND AND THE COMMUNITYbrbrSanibel Island has consistently been named a top island vacation destination for couples and families - regionally, nationally, and internationally. Sanibel offers 15 miles of pristine beaches (America's Best Shelling Beaches), 25 miles of bike paths, 250 species 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.brbrbrbrMany island restaurants, recreational opportunities, and businesses have reopened since the hurricane, and all island beaches are open. An updated list of OPEN BUSINESSES MAY BE FOUND HERE Resort reopening - it is important to note that there initially may be active construction around the island and at some resort accommodation buildings. For your safety, please be mindful of any restricted and signed areas both around the island and at the resort. Please also note that amenities and pools may not be available.brbrbrbrHAVE QUESTIONS brbr Call the Sanibel Captiva Island Vacation Rentals Team for more information, including a list of local vendors that rent items such as additional bicycles, kayaks, and baby equipment.
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$273.2

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NEW Beachfront & Gulf Water Views Loggerhead Cay 354— heated Pool, Tennis, Pickleball & Beach Gear. Weekly Stays

Sanibel Island, Florida, United States

Welcome to the new Loggerhead Cay 354, a tropical retreat on beautiful Sanibel Island where lush vegetation, swaying palms, and clear blue Gulf waters create the feeling of a Caribbean getaway. It’s hard to believe you’re still in Florida.brbrSanibel has been recognized as one of the Best Places to Visit in 2026 by Travel + Leisure and featured in The New York Times’ “52 Places to Go in 2026,” thanks to its natural beauty, peaceful atmosphere, and world-famous shelling beaches.brbrCaihlin is available as often as needed but also provides guests with plenty of space to enjoy a relaxing and tranquil vacation. As the owner of Coastal Joy Vacation Rentals since June 2018—and with over 8 years of experience hosting in Southwest Florida—she knows what it takes to deliver a seamless stay. With more than 300 five-star reviews across several channels, including Google, you can book with confidence knowing you're in excellent hands.brbrSanibel Island is a tropical paradise known for its world-class shelling, pristine beaches, bike-friendly paths, and laid-back charm. With no high-rises and a strong commitment to preserving its natural beauty, Sanibel offers a peaceful, authentic escape.brbrThe East End of the island holds special appeal. It’s the most convenient area for off-island access via the Sanibel Causeway, meaning less traffic and quicker trips to the mainland. The East End also features the historic Sanibel Lighthouse, fishing pier, scenic beaches, charming shops, and quiet residential streets.brbrIts location makes it perfect for those who want to explore the island by bike or on foot, enjoy less crowded beaches, and access the best of Sanibel and beyond with ease.brbrDid I mention shelling Will you find the royal shell, Junonia, next time you visit brbrGuest access:brYou will have private access to the entire condo for the duration of your stay, including the oversized swimming pool, amazing community lounge spaces, tennis/pickleball courts and community outdoor spaces. Designated Free parking is available in the parking lot, there is additional Free guest parking too!brbrIn addition, we feature high-end linens and amenities that elevate the travel experience for any discerning guest.brbrWe have several other similar vacation rental properties on Captiva, Sanibel & Fort Myers Beach FL, so if your travels ever take you here please reach out. We would love to host you at any of our vacation rental properties!brbrThe SpacebrbrNEW TO THE RENTAL MARKET - photos coming in June. Book now for LOW introductory pricing! Be among the first to experience Loggerhead Cay 354 with new introductory pricing while we finalize the listing. Interior photos are coming soon, but this beautifully remodeled and fully updated condo is ready to welcome guests now. Book early to enjoy Gulf water views and an ideal location within the community—just steps from the heated pool, pickleball and tennis courts, and convenient grilling areas.brbrThis comfortable and stylish unit sleeps up to 6 guests and features a thoughtful layout perfect for families or small groups. The primary bedroom offers a king bed, while the guest bedroom includes two full beds and a twin-over-bunk, giving everyone space to relax. Also, when traveling with little ones, there is a Pack ' N Play in the unit. Enjoy built-in USB & USB-C adapters in furniture, plus the convenient charging station in the guest room! brbrThe master & guest bathroom have ADA grab rails in the showerbrbrThe condo has been completely updated throughout, blending modern comfort with coastal charm. One of the highlights is the no-see-um screen enclosed lanai, perfect for enjoying morning coffee or relaxing dinners while taking in the tropical surroundings.brbrWhether you’re heading to the beach, grilling by the pool, or biking around the island, Loggerhead Cay 354 offers the perfect Sanibel Island retreat. You will not be disappointed. With the numerous additional Unit 354 amenities, such as CoolCabana Beach Tent, Pickleball Paddles and other items to make your stay more enjoyable! brbrLoggerhead Cay offers resort-style living just steps from the sand, with amenities including tennis and pickleball courts, a large heated pool, abundant grilling areas, and convenient shell-washing stations after a day on the beach.brbrExplore the island along miles of scenic bike paths, where you can spot native wildlife, tropical birds, and stunning coastal landscapes. Spend your days shelling, biking, relaxing by the pool, or enjoying sunset walks along the shoreline.brbrWhether you’re seeking adventure or pure relaxation, Loggerhead Cay 354 is the perfect place to experience the magic of Sanibel Island. Sanibel is very bike-friendly, with bike paths separate from the road throughout the island. Some of the best parts of Sanibel are best experienced at a slower pace, especially spotting wildlife while biking. Inquire with Caihlin about bike rentals!brbrRental Dwelling License # LCB20261987brbrLoggerhead Cay 354 is located on Sanibel Island’s peaceful East End, where getting around is part of the fun. Most guests find that a car isn’t always necessary once they arrive — the island is compact, calm, and designed for biking and walking.brbrRent Bikes, perfect for exploring Sanibel’s 25+ miles of scenic bike paths, local cafés, and the historic Sanibel Lighthouse, just a short ride away.brbrIf you prefer to drive, free on-site parking is available, and most island attractions, shops, and restaurants are within a 5–10 minute drive.brbrTaxis and ride-share options are limited on the island, but local bike and car rental companies can deliver directly to the condo.brbrPhotos will be taken mid June after the entire renovation is complete. Booked now for the best pricing. Please look at my other units at Loggerhead Cay for reassurance. This beautiful condo is worth booking.brbrCaihlin, founder of Coastal Joy Vacation Rentals in Fort Myers, turned her passion for managing short-term vacation rentals into a thriving business. With a growing portfolio of over 15 carefully curated properties, Coastal Joy Vacation Rentals is dedicated to creating exceptional guest experiences in beautiful coastal destinations. Book with Caihlin, a 5-star host known for going above and beyond to make every stay effortless and unforgettable. Your vacation is in excellent hands—enjoy seamless check-in, exceptional communication, and thoughtful touches throughout. Best of all, there are no cleaning or checkout chores—just relax and savor every moment. You’ll leave refreshed, not rushed, and already planning your return.brbrEasy Checkout – Relax to the Very End. Your vacation should feel effortless—even when it’s time to leave. At #354, there are no cleaning check-out chores. All we ask is that you run the final dishwasher load and take out the trash—we’ll handle the rest. Leave refreshed, not rushed.brbrToll to go onto Sanibel Island via the Sanibel Causeway is $6 for a standard 2-axle vehicle if using a transponder. If you don’t have a transponder (toll-by-plate) it’s $9. SunPass, EzPass and others will work for the $6 rate. brbrLoggerhead Cay Perksbr- Designated Free Parking + Guest Parking: Each reservation includes one designated parking spot, along with additional complimentary guest parking available onsite.br- Free High‑Speed Wi-Fi (up to 500 Mbps): Perfect for streaming, remote work, and staying connected during your stay.br- Free Xfinity Cable: Enjoy a full lineup of cable entertainment options on the in‑unit TV.br- Beach Equipment Provided: Beach chairs, umbrellas, and other essentials are available for guest use.br- Water Oasis Garden: A peaceful outdoor garden area ideal for relaxing, dining, or unwinding beneath the pergola—located conveniently near the propane grills for outdoor meals.br- Tennis & Pickleball Courts: Enjoy onsite tennis and pickleball courts. Paddles, balls, and rackets are provided for guest use.br- Shelling Stations: Two designated shell‑cleaning stations make it easy to rinse and organize your treasures from the beach.br- Bike Racksbr- In‑Unit Washer & Dryer: Private washer and dryer for guest use—no need to share laundry facilities.br- E-Bike Charging Stations on property!br- The property is best suited for a maximum of 4 adults. Additional guests may include children, but the total occupancy may not exceed 6 people due to HOA rules.brbrWe provide all beach equipment needed for fun in the sun!! br- 4 low beach chairs & 2 high style beach chairsbr- CoolCabana - easy to use shaded tentbr- 1 umbrellabr- Beach cart to carry it all downbr- soft coolerbr- 6 beach towelsbr- pack n playbr- 2 Pickleball Paddles & BallsbrbrMay - October is Turtle nesting season. There are Amber lights throughout the community.
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Exceptional(3)

$495.92

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Charming 2BR condo on Sanibel Island with ocean views - Sandalfoot 5D2

Sanibel Island, Florida, United States

Managed by Gulf Coast Vacation Rentals, Unit 5D2 at Sandalfoot Beachfront Condominium is your chance to experience true beachfront living on Sanibel Island. With direct Gulf views from the unit and the beach just steps away, this is the kind of location that books quickly—especially during peak travel seasons.brbrThis second-floor, 2-bedroom, 2-bath condo has been fully renovated to deliver a seamless blend of comfort and coastal style. The bright, open living area is designed to highlight the stunning Gulf of Mexico views, filling the space with natural light and creating the perfect setting to relax after a day in the sun. Step onto your private balcony and take in the ocean breeze—morning coffee and sunset cocktails don't get better than this. For your added convenience, shared laundry facilities are available for guest use on the second floor of each building.brbrThe updated kitchen features modern appliances and sleek finishes, making it easy to dine in when you want a quiet night at home. The primary bedroom offers a king bed and a peaceful retreat, while the guest bedroom includes two twin beds—ideal for families or friends traveling together. Both bathrooms have been beautifully updated with clean, contemporary touches.brbrWhat truly sets this unit apart is its unbeatable proximity to the beach. In just a few steps, your toes are in the sand, making it effortless to come and go throughout the day—no long walks, no hassle, just pure convenience.brbrSanibel Island continues to be one of Florida's most sought-after destinations, known for its world-class shelling, laid-back atmosphere, and natural beauty. With limited beachfront inventory and high demand for updated units like this, availability doesn't last long.brbrWhether you're planning ahead for peak season or looking for a last-minute coastal escape, now is the time to secure your dates. Don't miss your opportunity to stay in one of the most desirable beachfront locations on the island—book Unit 5D2 today and start counting down to your Sanibel getaway.brbrHouse Rules: No RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
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Exceptional(9)

$424.97

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Private Vacation Home

Wake up to sweeping Gulf views from every room in this upscale 3BR/3BA townhome in Sanibel’s exclusive Cyprina Complex. Enjoy effortless island living with a whole-home carbon-filter water filtration system!

Sanibel Island, Florida, United States

Experience direct Gulf-front Sanibel living in this newly renovated 3BR/3BA townhome on the island’s desirable East End. Enjoy ocean views from every room, a gentle breeze lanai, and a private boardwalk that leads straight to the sand.brbrAt Coastal Joy Vacation Rentals, you won’t be routed through a big property management company. Caihlin is your main point of contact—it’s truly just her answering your messages and phone calls from start to finish.brbrCaihlin is available as often as you need, while also giving guests plenty of space to enjoy a relaxing, tranquil vacation. As the owner of Coastal Joy Vacation Rentals since June 2018—and with 8+ years of hosting experience in Southwest Florida—she knows what it takes to deliver a seamless stay.brbrWith 300+ five-star reviews across multiple channels (including Google), you can book with confidence knowing you’re in excellent hands.brbrSanibel Island is a tropical paradise known for its world-class shelling, pristine beaches, bike-friendly paths, and laid-back charm. With no high-rises and a strong commitment to preserving its natural beauty, Sanibel offers a peaceful, authentic escape.brbrThe East End of the island holds special appeal. It’s the most convenient area for off-island access via the Sanibel Causeway, meaning less traffic and quicker trips to the mainland. The East End also features the historic Sanibel Lighthouse, a fishing pier, scenic beaches, charming shops, and quiet residential streets.brbrIts location makes it perfect for those who want to explore the island by bike or on foot, enjoy less crowded beaches, and access the best of Sanibel and beyond with ease.brbrGuest access:brYou will have private access to the entire townhome for the duration of your stay, including the communal swimming pool, amazing community outdoor spaces, and your private beach. Free parking is available, 2 cars can fit easily in front of the garage!brbrWe have several other similar vacation rental properties on Sanibel Island & Fort Myers Beach FL, so if your travels ever take you here, please reach out. We would love to host you at any of our vacation rental properties!brbrWelcome to your Gulf-front, with direct water views Sanibel townhome—newly renovated, bright, and designed for easy island living. This home delivers what guests are really booking: ocean views, a breezy private lanai, and a comfortable layout that works beautifully for families or friends traveling together. New bonus: a whole-home carbon-filter water filtration system for fresh, filtered water throughout your stay.brbrMain living area:brThe main level is open and inviting, with a comfortable living room framed by tall windows and sliding glass doors that fill the space with natural light and Gulf views. Step out to the lanai for morning coffee, sea breezes, dolphin spotting, and sunset skies—this is the space guests remember most.brbrKitchen + dining:brThe fully equipped kitchen makes it easy to keep vacation simple—quick breakfasts before the beach, snacks between adventures, or dinners at home after a day in the sun. You’ll have the essentials for cooking, plenty of workspace, and a dining area that encourages everyone to gather and settle into “island time.” And with the new whole-home carbon filtration system, you’ll enjoy great-tasting, filtered water from every tap.brbrBedrooms + sleeping (sleeps up to 6)brbrMain level: 1 Queen bed — ideal for guests who prefer to avoid stairs or want extra separation from the upstairs sleeping areas. A full bathroom is located in the first-floor hallway.brbrUpstairs primary suite: 1 King bed with a spa-style en-suite bathroom (soaking tub + rain shower) for an end-of-day reset.brbrUpstairs guest bedroom: 2 Full beds — perfect for kids, teens, or friends sharing a room. A full bathroom is located in the second-floor hallway.brbrEvery bed features a Novaform foam mattress—a detail guests consistently rave about for truly restful sleep after beach days, biking, and sunsets.brbrThis home is set up to make your stay effortless:br- In-unit washer/dryer for swimsuits and beach towelsbr- Private garage for easy parking and gear storagebr- Beach essentials provided: low beach chairs, beach cart, cooler, and beach towelsbr- Whole-home carbon-filter water filtration system for fresh, filtered water throughout the homebrbrOutdoor amenities: When you’re not on the sand, enjoy the community heated pool and BBQ grilling area—great for an easy lunch, a relaxed afternoon, or grilling after sunset. Sanibel is very bike-friendly, with bike paths separate from the road throughout the island. Some of the best parts of Sanibel are best experienced at a slower pace, especially spotting wildlife while biking.brbrGetting around Sanibel Island is easy and enjoyable! The island is known for its extensive network of bike paths, making it perfect for exploring without a car. Many guests like to rent bikes, giving them the freedom to ride to the beach, local shops, restaurants, and even the iconic lighthouse—all just a short pedal away.brbrWhile Sanibel doesn’t have a public trolley like nearby Fort Myers Beach, its flat terrain and bike-friendly roads make biking the best way to see the sights. Limited car traffic and plenty of scenic routes make every ride a part of the adventure.brbrBook with Caihlin, a 5-star host known for going above and beyond to make every stay effortless and unforgettable. Your vacation is in excellent hands—enjoy seamless check-in, exceptional communication, and thoughtful touches throughout. Best of all, there are no cleaning or checkout chores—just relax and savor every moment. You’ll leave refreshed, not rushed, and already planning your return.brbrWe provide all the beach equipment needed for a fun-filled day in the sun. br- 6 low beach chairsbr- Beach cart to carry it all downbr- coolerbr- 6 beach towelsbrbrToll to go onto Sanibel Island via the Sanibel Causeway is $6 for a standard 2-axle vehicle if using a transponder. If you don’t have a transponder (toll-by-plate) it’s $9. SunPass, EzPass and others will work for the $6 rate. brbrMay - October is Turtle nesting season. There are Amber lights throughout the community. brbrHouse Rule: No smoking. No burning candles inside the home. No parties. No Pets. 7 night minimum per HOA
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Exceptional(91)

$355.53

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Fun, Family-Friendly Vacation Condo -Sanibel Serenity

Sanibel Island, Florida, United States

Our unit is newly renovated with updated appliances and new furniture and Sanibel is finally ready for visitors after recovering from hurricane Ian. brbrThis spacious, light and airy dwelling we call Sanibel Serenity, is a top floor unit with lush foliage views. Situated in the building closest to the surf, you will be steps away from the beautiful gulf of Mexico and one of the top 3 shelling beaches in the world.brbrSecond floor unit that has been completely renovated. 2 bedrooms & 2 beautiful tile baths. The master bedroom has a king bed, flat screen TV, sitting area, large walk-in closet and full bath. Guest bedroom has 2 queen beds, flat screen TV with DVD player and full bath outside bedroom door. Living room has 2 queen sleeper sofas, entertainment center with flat screen TV, DVD, & AM/FM stereo, CD & IPod player. Dining room table with 8 chairs and kitchen bar with 2 stools. Very light and bright. Fully equipped kitchen with Microwave, dishwasher, coffee maker, toaster, blender, crock pot -absolutely everything you would need and en suite laundry area with new washer & dryer. Other amenities include air conditioning and ceiling fans, hair dryers, ironing board and iron. br-------------------brNote from Blind Pass Condominiums during Hurricane Ian reconstruction : brDuring your stay, you may encounter disruptions such as noise from work/delivery truck traffic on the property; ongoing renovation work in units; noise/dust from landscaping projects; and noise/dust from construction work on tennis and pickleball courts. Amenities such as the courts may not be fully available and are subject to temporary closure with little or no notice.brbrWhile we will attempt to minimize the intrusions during your stay, all the work you will see and hear is necessary to fully restore the resort back to the paradise setting our guests have enjoyed over the years. Working hours will typically be between 8am – 4pm during the weekdays.brbrPlease NOTE: There will be no refunds for early departures due to concerns related to ongoing construction/renovation work on the property. Our clubhouse will be open Monday through Saturday, 9am-4pm. If you have any questions or concerns, our knowledgeable and friendly staff will be there to help. Thank you for your patience and understanding during our recovery process. We look forward to hosting you!
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Exceptional(5)

$291.69

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Serene 3rd story condo with amazing views Sanibel Island Sandalfoot 2B3

Sanibel Island, Florida, United States

Escape to the serene shores of Sanibel Island with a stay at Sandalfoot Beachfront Condominium. Professionally managed by Gulf Coast Vacation Rentals, this beautifully remodeled 1-bedroom, 1-bath retreat sits on the third floor, offering expansive views of the island's unspoiled beaches and sparkling Gulf waters. Freshly updated, the condo blends modern comfort with a tranquil coastal vibe, creating the perfect space for your next island getaway.br brStep into Unit 2B3 and feel the calm of the Gulf Coast settle in. Wake up to the sound of waves and step onto your private balcony, where breathtaking sunrises and gentle sea breeze set the tone for a day of relaxation. Inside, you'll find a bright and airy living space, thoughtfully designed for both comfort and convenience. The fully equipped kitchen boasts sleek appliances and all the essentials you need to whip up meals, whether it's a quick breakfast before hitting the beach or a romantic dinner after a day of adventure.br brUnit 2B3 was completely renovated with care and designed for effortless comfort and peaceful stays. Every detail from the furnishings to the finishes was chosen to make you feel at home from the moment you arrive. Enjoy sweeping views from the private lanai, where the sands of Sanibel's beaches meet sparkling Gulf waters. Spend your days combing the shore for shells, biking quiet nature trails, spotting local wildlife, or visiting the iconic Sanibel Lighthouse. Sample fresh Gulf seafood at nearby restaurants or explore hidden corners of the island at your own pace.br brBack at the condo, the fully equipped kitchen and open living space are perfect for relaxing, cooking, or sharing a quiet evening. The bedroom offers plush bedding for a restful night, and with direct beach access and the only 1-bedroom unit with an in-unit washer and dryer, your stay is as easy as it is memorable. Unit 2B3 isn't just a rental, it's a home that lets you experience the charm, beauty, and magic of Sanibel Island, creating memories you'll carry long after the tide has rolled out.brbrHouse Rules: No RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets. brbrDwelling License RDWL-004914
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Exceptional(141)

$278.75

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Pointe Santo Newly Renovated Gulf View Ground Floor 2BR Condo

Sanibel Island, Florida, United States

Come enjoy the beauty of Pointe Santo, the most immaculate and well groomed property on the island. Relax at this premier Sanibel complex. Soak up the sun at the pool and hot tub while the kids enjoy the shell crafts and nature walks at the on site children's activity program. brbrOur newly renovated condo is very well equipped to make your vacation completely enjoyable. The new kitchen has everything you could possible need including filtered water and an ice maker in the refrigerator, Cuisinart coffee maker, and pretty blue and white dishes. We try to put the best of everything in our condo to make our guests as comfortable as possible, so that there is nothing to think about except having a great vacation. brbrA recent renovation has produced a spectacular condo. Gorgeous Italian tile throughout, a Tuscan master bath with double sized glass enclosed shower. The beds are especially comfortable with custom linens. After a day of relaxing, the grills are waiting for you to barbecue a steak or fish fillet, then enjoy a glass of wine on the lanai while watching the sun set over the gulf. WiFi throughout the condo and the complex lets you check your e-mail at any time. There are TV's in the living room and bedrooms. brbrOur condo is furnished with a beach umbrella, beach chairs, sand toys, games, puzzles, DVDs, and a whole shelf of books. There are even beach towels, so you don't have to pack them. Just bring yourselves and your bathing suit and enjoy!brbrbrbrbrbrKeywords: Condominium
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Exceptional(2)

$271.27

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Private Vacation Home

Key West appeal & gorgeous Sanibel River views& bicycles -Villa Calypso Tides- Roelens Vacations

Sanibel Island, Florida, United States

Island Bliss with Key West Charm & Sanibel River ViewsbrEmbrace the tropical tranquility of this stunning 3-bedroom, 3-bathroom island home, perfectly nestled on the desirable east end of Sanibel Island. Boasting classic Key West-style appeal and breathtaking Sanibel River views, this home is the ultimate beachside escape. Just a short stroll to the designated beach access, you'll find yourself enjoying soft white sands, world-class shelling, and the sparkling waters of the Gulf of Mexico in minutes.brbrEnjoy glorious island sunrises each morning and relax in the evenings with scarlet-hued sunsets. Whether you're fishing from the shore, dolphin-watching, or enjoying a dip in the Gulf, this vacation promises pure coastal bliss.brbrAfternoons are perfect for unwinding in your private, heated saltwater pool and spa, which receives ample sunlight throughout the day. Located in a peaceful setting, the home offers easy off-island access and is just across the street from the 14th fairway and minutes from the Sanibel Golf and Tennis Club.brbrBedding Arrangement: brbrMaster Bedroom – King-size bed + ensuite bathroombrGuest Bedroom 1 – King-size bedbrGuest Bedroom 2 – Bunk beds (2 sets, sleeps 4)brbrTop Features: brbrSanibel River views & just minutes to the beachbrPrivate heated saltwater pool & spabrAcross from Sanibel Golf and Tennis Clubbr Classic Key West-style designbrbrWhether you're here for shelling, sunsets, or soaking up island life by the pool, your Sanibel escape begins here. Book your slice of paradise today!brbrDisclaimer: brThis home is pet friendly for smaller, non-shedding breeds, with prior approval and a per-pet fee.brMinimum age to book: 25 years oldbr Smoking is not permittedbr** Boat lift is not available for guest use**brbrbrRoelens Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future!
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$464.03

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Tortuga Beach Club - On The Beach- Family Friendly

Sanibel Island, Florida, United States

Nestled on the serene shores of Sanibel Island, this family condo offers a retreat with resort-style amenities that cater to both relaxation and adventure. Imagine stepping into a haven where a private pool glistens invitingly under the sun, while nearby sport courts and BBQ grills beckon for leisurely afternoons outdoors. Just a brief stroll away, Sanibel Island's renowned white-sand beaches stretch expansively, providing the perfect backdrop for seaside relaxation.brbrBeyond the comforts of the condo, guests enjoy complimentary green fees for up to six people at the nearby Dunes Golf & Tennis Club, making it easy to indulge in a round of golf amidst lush landscapes (cart fees apply, subject to availability). Nature enthusiasts can explore the nearby Ding Darling Wildlife Preserve, which spans a significant portion of the island and offers enchanting cruises around Tarpon Bay. Adventurers can also rent kayaks or canoes to delve into the preserve's natural wonders.brbrFor those seeking maritime thrills, Capt. Mick Gurley at New Moon offers sailing excursions and classes suitable for families and children over eight years old, creating unforgettable moments on the water. Alternatively, families can embark on private tours with Sanibel Sea School, where land, boat, or kayak experiences reveal the island's marine treasures up close.brbrWith its blend of comfort, convenience, and proximity to Sanibel Island's natural and recreational attractions, this condo promises a memorable retreat for families seeking both relaxation and adventure.br.brInside, the condo is a blend of comfort and convenience. The two-bedroom accommodation is beautifully appointed, featuring a fully equipped kitchen complete with modern appliances including a full-sized refrigerator, microwave, oven, stove, and dishwasher. A coffeemaker stands ready for morning brews, and ample dishes, utensils, and cookware ensure meals can be prepared effortlessly. For added convenience, there's a washer and dryer discreetly tucked away within the unit.brbrThe primary bedroom is a sanctuary unto itself, boasting a luxurious king-sized bed, a TV for evening entertainment, and an expansive ensuite bathroom adorned with a soothing jetted tub. Meanwhile, the guest bedroom offers two twin beds, its own TV, and convenient access to a separate bathroom. In the spacious living room, a queen sleeper sofa provides additional sleeping space, perfect for larger families or gatherings. Sliding glass doors lead to a private balcony, where guests can unwind while taking in the tranquil surroundings.brbrGuest bedding will be assigned at check-in with either two twin beds or one queen bed. Requests can be made, but are not guaranteed.brbrWe do not accept liability for any inconveniences beyond our control including but not limited to temporary defects or outage of utilities, closures of resort amenities, or limitation of any other service. We will not provide refunds, reimbursements, or compensation for inconvenience or interruption of utilities, resort amenities, or any other service.brbrPlease Note Property Is Not Fully Accessible Stairs Are Required For Access To The Unit
Bed 2

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Bath 2

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Sleep 6

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Exceptional(2)

$446.82

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Beachfront Condo Sanibel Sandalfoot 1A2

Sanibel Island, Florida, United States

Perched on the second floor, Unit 2A offers breathtaking views of Sanibel Island's pristine beaches. This recently renovated 2-bedroom, 2-bath condo is your ideal home away from home, featuring modern amenities and an unbeatable beachfront location.brbrNewly Renovated, the unit has been thoughtfully updated to ensure your stay is comfortable, convenient, and luxurious. Whether you're enjoying the sweeping ocean views from the balcony or the short stroll to the beach, Unit 2A places you in the heart of everything Sanibel has to offer.brbrFor your added convenience, shared laundry facilities are available for guest use on the second floor of each building.brbrSanibel Island is a nature lover's paradise, with miles of white-sand beaches, lush wildlife preserves, and scenic bike paths waiting to be explored. Spend your days shell collecting on the shore, kayaking through tranquil waters, or visiting hidden gems throughout the island. And after your adventures, return to the serenity of your updated, stylish condo, where you can relax in comfort as the gentle Gulf breeze flows through your open living space.brbrFrom panoramic ocean views to modern conveniences, Unit 1A2 provides everything you need for an unforgettable Sanibel vacation. Unwind, recharge, and soak in the beauty of Sanibel Island—your Gulf Coast retreat awaits!brbrDwelling License #0016202600289
Bed 2

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Bath 2

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Sleep 4

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Exceptional(2)

$366.88

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Enjoy ocean views in this spacious 2BR condo on Sanibel Island Sandalfoot 4D1

Sanibel Island, Florida, United States

Wake up to the sound of waves and unobstructed Gulf views at Sandalfoot 4D1—your front-row seat to everything that makes Sanibel Island unforgettable. Managed by Gulf Coast Vacation Rentals, this beachfront condo places you just steps from the sand, where morning shell walks and sunset strolls become part of your daily routine.brbrInside, the space is designed for effortless coastal living. Natural light fills the open living area, creating a relaxed, airy feel that instantly puts you in vacation mode. Whether you're enjoying coffee with a view or winding down after a day at the beach, the layout makes it easy to relax together without feeling crowded.brbrThe primary bedroom features a king bed and a calm, private atmosphere—perfect for recharging after long days in the sun. The second bedroom is ideal for families or groups, offering both a double and a full bed so everyone has their own comfortable space. It's a flexible setup that works just as well for couples traveling together as it does for families. For your added convenience, shared laundry facilities are available for guest use on the second floor of each building.brbrWhat truly sets this property apart is how seamlessly indoor comfort meets outdoor living. Step outside and you're immediately connected to the beach—no roads to cross, no long walks—just direct access to miles of shoreline known for some of the best shelling in the world.brbrWithin the Sandalfoot community, you'll have access to a heated beachfront pool, tennis and pickleball courts, BBQ grilling areas, and beautifully maintained grounds that make it easy to settle into island life. Everything you need is right here, whether you're staying active or simply soaking up the sun.brbrWhen you're ready to explore, Sanibel Island offers a unique blend of natural beauty and laid-back charm. Bike along scenic paths, visit the renowned J. N. “Ding” Darling National Wildlife Refuge, or discover local shops and dining spots that capture the spirit of the island.brbrIf you're looking for a true beachfront experience—where the pace slows down and the Gulf is always within sight—Sandalfoot 4D1 delivers the kind of stay guests come back to year after year.brbrMake yourself at home, slow down, and enjoy the best of island life in this welcoming beachfront retreat.brbrHouse Rules: No RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
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Bath 2

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Sleep 4

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Exceptional(94)

$429.28

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Sundial B306--Direct Beachview, Newly Renovated, Steps to Beach

Sanibel Island, Florida, United States

brNewly renovated Sundial B306 unit Sunsanibel has a direct oceanview complete with sliding glass doors to screened lanai that open full width of the living room to allow for sea breezes and sounds the surf. B306 was completely renovated and refurnished in 2025 with granite countertops, stainless steel appliances, crown molding, plank tile throughout (no carpeting). Furnishings replaced in 2025 Our condo sleeps 6 (king bed, two queens in guest room), is fully equipped, and decorated in tropical colors. Because this is our own vacation home, we furnish some extras--washer/dryer, ceiling fans as well as AC, 3 smart TVs, free wifi, hair dryers in baths, beach chairs, beach towels, & wagon for the beach, beach toys, games, books, etc. High chair available for our younger guests. Keyless entry--no running around to pick-up keys! Pool open and all construction completed. brbrMore favorable rates are weekly Sat. to Sat. This is a separate property from the adjoining Sundial Resort and rates are significantly lower. brbrAlso available is B307, 1-bedroom (sleeps 4)--next door VRBO #79271 and Sundial F401,2-bedroom/2 bath, beachfront with wrap around balcony VRBO #200967. brbrThe Sundial offers, 1/2 mi. of uncrowded beach, condo pool, BBQ grills, free wireless internet, and shuffleboard . Available to the public at the adjoining, separate Sundial Resort are the restaurant, tiki bar, pizza kitchen, restaurants, convenience store, tennis & pickleball (fee), spa services. If you would like more info, please contact me.brbrCheck out my other condos. Sundial F401 VRBO #200967, Sundial B307 VRBO #79271.brbrOwner highly encourages guests to purchase travel insurance to protect your vacation investment. Cleaning protocols in place. Contactless check-in. Check-in info is sent to booked guest 2 days prior to arrival.
Bed 2

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Bath 2

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Sleep 6

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$360.78

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TROPICAL 2 BR/ 2 Ba, 77 Steps to BEACH Unit #304/ 20% DISCOUNT / Dogs welcome!

Sanibel Island, Florida, United States

Unit 304, at Sanibel Siesta on the Beach is 77 steps to our private sunning, swimming, shelling beach! The owner takes great pride in this updated relaxed beach condo. Unit 304 is rated exceptional by Vrbo guests. The condo is ideal for couples,families, snowbirds, reunions, chic trips,etc. Recent updates include new impact sliders in living and dining rooms, some new artwork, kitchenware,new rugs, pack and play, highchair, new king nectar mattress in master bedroom, new 55 inch t.v in living room, etc. The fully equipped kitchen has everything you would need to prepare gourmet meals.The condo has 3 flatscreen tv’s, 2 stereos, 3 dvd’s,etc. The condo has a walk-in shower with seat in guest bath. There is a den off the master bedroom with couch and a telework desk with a view of the landscaped lagoon. There is a queen sofa bed in the living room. Previous updates include new lamps, guest room furniture, new tile floors, etc,.The guest room has twin beds, comfortable chair ,tv and dvd. The condo has games, puzzles, dvd library, books and 3 charging stations.The private garage has a beach wagon, beach chairs ,beach toys and spf50 beach umbrella!  The large screened lanai seats 6 and overlooks the lagoon, large heated pool with tiki hut umbrellas and partial view of the Gulf of Mexico.There are two golf courses nearby, bike rental onsite for 25 miles of bike trails, barbecue grills and 2 restaurants next door. Sanibel Siesta has the best office staff around to help you Monday thru Saturday 9-5 and Sunday 9-12 for your convenience. This slice of paradise has lots of extras to make your stay special! Simply relax and enjoy the beach and pool! RSW airport is only 50 minutes away….Come stay….Sanibel makes memories! brbrCheck out the video of this unit which can be found by scrolling the pictures at the top of the listing.brbrAsk owner a question before sending an inquiry for February or March high season bookings . Repeat guests have first refusal on February and March bookings.brbrMeets all cleaning standards for Covid sanitation brbrUnit 304 was protected by shutters during hurricane Ian . The condo was spared with no water damage. what you see in this photos is still how it remains. Fresh paint was added but colors are the same .brbrNotice: Guest or Traveler will be reimbursed 100% of their reservation if there is a named storm/hurricane during their stay. Kindly message us through the inbox to notify us.brbrMy Building will be closed September 7th 2026- September 28th 2026, reopening September 29, 2026. Offering a 20% discount beginning August 17th 2026 due to a concrete restoration project on the grounds. Contact owner for details through Vrbo.brbrThe condo has 1325 sqft.
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Bath 2

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Sleep 6

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Exceptional(6)

$495.85

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Blind Pass Condos at Bowman's Beach B103 on beautiful Sanibel Island

Sanibel Island, Florida, United States

B103 is an Enhanced Unit: It has undergone major renovations and is equipped with all appliances within hospitality industry standards for life expectancy. Enhanced Units have up-to-date furnishings, including mattresses, throughout and are well-appointed.brbrBlind Pass Condos at Bowman s Beach B103: This beautifully renovated ground-floor, 3-bedroom, 3-bath condo offers upscale comfort and thoughtful design throughout. Featuring a screened-in porch, this unit is ideal for guests who want easy access, outdoor living, and modern luxury. From high-end finishes to custom artwork, every detail has been carefully selected to make your stay exceptional.brbrBedroom Configurations:brPrimary master bedroom: 1 king bedbrSecond master bedroom: 2 QueenbrGuest bedroom: 2 FullbrbrBedrooms and Bathrooms: All mattresses in this condo are Prana Karma Classic, offering premium comfort and support. Each bedroom is well-appointed with ample pillows and bedding. The primary master bedroom: Features a king bed, 50-inch Smart TV, and a spacious en-suite bathroom with quartz countertops and a large soaking tub. The second master bedroom includes two queen beds, a 65-inch Smart TV, and a private en-suite bathroom with a walk-in shower featuring both a rainfall shower head and a handheld shower head. The guest bedroom is equipped with two full beds, a 50-inch Smart TV and easy access to the common bathroom that features custom shower mosaic tile, a walk-in shower with rainfall and handheld shower heads, and quartz countertops.brbrKitchen: This is a true chef s kitchen, designed for both functionality and style. Highlights include: Quartzite Poseidon countertops, Stainless steel KitchenAid appliances, Double oven, French-door refrigerator/freezer, Beverage refrigerator, Fully equipped with cookware, dinnerware, and small appliances for any type of meal.brbrDining and Living Room: The open-concept living space is stylish and comfortable, featuring ceramic tile plank flooring throughout the condo. The living room includes a 65-inch Smart TV, comfortable seating, and custom artwork that enhances the coastal aesthetic. Plantation shutters are installed on all windows and sliding doors, offering privacy and light control. The condo also features a whole-house water filtration system for added comfort and convenience.brbrCovered Lanai/Outdoor Space: The screened-in ground-floor lanai features concrete tiles imported from Spain, creating a beautiful and durable outdoor living space. For renter-only enjoyment, the condo includes weather-resistant outdoor cornhole and Connect Four, perfect for family fun and relaxing evenings.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.
Bed 3

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Bath 3

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Sleep 8

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