Vacation Condo Rentals By Owner In Sanibel, FL

$306.55

Lovely Vacation Rental Condo On Sanibel - Sundial F205

Sanibel, Florida, United States

Sundial F205 • Sanibel Island Vacation RentalbrbrEscape to paradise at Sundial F205, a lovely second-floor retreat completely transformed with a chic modern beach vibe and courtyard views. Step inside and discover everything is brand new. The primary bedroom has an open bed frame that provides extra storage and a desk for remote work, and the bedside lamps have built-in USB ports and an outlet. Embrace the ultimate vacation experience where comfort meets convenience!brbrThis Sanibel Island vacation rental is part of the luxurious Gulf-front Sundial Beach Resort & Spa. Our guests can access many of the resort's amenities, including the beach, community pool by your building, tennis and pickleball courts, BBQ Grills, and resort restaurants and spa. With all the comforts of home, Sundial F205 ensures a memorable and rejuvenating stay on Sanibel Island.br brPlease NotebrSleeps 4br4-night minimum staybrOur Sundial rentals are privately owned, so guests will not have access to all Sundial amenities. See the Sundial Resort Amenities Page for more informationbrParking is available for one car (all trailers, motorhomes, recreational vehicles, and the like are prohibited)brSmoking is not permitted in units or on the lanai, only in designated smoking areasbrCity of Sanibel Dwelling Rental License #RDWL-006060

1

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1

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4

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$406.38

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Welcome to Beachcomber B302, - your Gulf-front paradise on Sanibel!

Sanibel, Florida, United States

Welcome to Beachcomber B302, your Gulf-front paradise at this exceptional Sanibel Island vacation rental! This spacious end-unit condo offers over 2,000 square feet of coastal comfort, complete with breathtaking ocean views from your oversized screened lanai.brbrYour Beachcomber B302 vacation home offers plenty of room to relax, plus a versatile den with queen sleeper sofa – perfect for families or groups. Step outside to world-famous shelling beaches, or enjoy Beachcomber's heated pool and tennis courts. With covered parking and a prime beachfront location, you're perfectly positioned to soak up legendary Sanibel sunsets and gentle sea breezes.brbrThis Sanibel vacation rental puts you in the heart of island living, from charming restaurants to unique shopping and wildlife viewing. Your dream beach getaway at Beachcomber B302 is your gateway to experiencing the very best of Sanibel Island, where every moment creates memories that last a lifetime.

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$375.8

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Sandpiper Beach 205, 2 Bedroom, Updated Unit with Gulf Views

Sanibel, Florida, United States

Welcome to Sandpiper Beach 205. This condo complex is a 27-unit, secluded Gulf-front property that is tucked away on Sanibel Island beneath swaying palms. Sanibel Island is back and better than ever!brbrWith numerous amenities, Sandpiper Beach has it all! From the large heated pool with adjacent bathroom/changing rooms, shell washing station & shower/foot wash, to tennis/pickleball and shuffleboard courts, and a private grilling area. Thirteen acres of forest and mangroves surround this lovely community offering tranquility in a quiet, relaxing atmosphere. The boardwalk takes you from the pool sundeck directly onto the wide private beach. With bird and dolphin watching right from your beach chair and some of the best shell collecting in the world, everyone will enjoy this Gulf-front oasis.brbrYou know you are on “island time” when you walk through the front door of this upper floor condo and glimpse the turquoise water and expansive beach from the lanai. Inside, an eleven-foot vaulted ceiling and an open concept floor plan give a light and airy feel to this spacious condo that accommodates up to 4 guests.brbrThe primary suite offers a pillow top king bed, 43” smart TV, and sliding glass doors that take you to your private screened lanai with spectacular Gulf views. The custom ensuite offers a granite makeup counter, clothing organizer, and large walk-in shower. The guest room bedroom offers two twin XL beds, large closet, and 32” smart TV. Just outside the guest room is the 2nd full bathroom with tub/shower combo and a separate closet with the washer/dryer.brbrRelax in the well-appointed living room with a 55” smart TV, ample seating and expansive views from the lanai where you can enjoy al fresco dining. Prepare stay-in meals in the updated kitchen, with granite counters, stainless steel appliances, and well-stocked kitchenware. Brew java your way with a combo 12-cup carafe/K-cup coffee maker.brbrAdditional amenities include: brbr● dedicated high speed internet through a private WIFIbr● private beach closet stocked with beach chairs, umbrellas, wagon, pickleball racquets/ballsbr● beach towels to share; separate linen servicebr● keyless entry locks with personal combinationbr● covered parking for 1 vehicle (there is uncovered parking for 1 additional vehicle).brbrPlease note: this is a second floor walk-up unit (no elevator). Enjoy the best views and cool breezes from this unit.brbrLocated just minutes from Periwinkle Way with restaurants & shops, this piece of paradise has everything you need to make memories of an unforgettable beach vacation. Sanibel Holiday reservationists are available to book your stay today - we cannot wait to host your tropical getaway! brbrSanibel Holiday's units are equipped with the latest Wi-Fi enabled locks offering easy check in and check out with no need to pick up or return keys. Everyone in the family can have access with one simple and, most importantly, secure code.brbr**This condominium requires a 7-night minimum stay SATURDAY TO SATURDAY BOOKINGS ONLY**br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay**br**This is a NON-SMOKING property**brbrSanibel Dwelling License # 010190

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$467.62

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Gulf View! Peace & Serenity @ Sandpiper Beach 501.

Sanibel, Florida, United States

~Sandpiper Beach #501: An Island Within an Island~brbrWhere Seclusion Meets Sanibel SplendorbrbrImagine finding a place so peaceful, so private, it feels like your own secret island. Welcome to Sandpiper Beach #501a beautifully updated corner unit where the outside world fades away and true relaxation begins.brbrYour Private Paradise on 13 AcresbrbrSandpiper Beach isn't just secludedit's remarkably so. With only 27 condos spread across 13 lush acres adjacent to Gulfside City Park, this hidden gem delivers what so many seek but few find: genuine tranquility just off Middle Gulf Drive, yet worlds away from the everyday.brbrThis is the get-away-from-it-all experience you've been craving, where your biggest decisions are beach first or pool and sunrise or sunset viewing The answer, of course, is both.brbrA Corner Unit with All the Best ViewsbrbrLocated on the first living level with covered parking below, #501's corner position offers enhanced privacy and abundant natural light. From your screened lanai, watch the day unfold over the pool, grounds, and gulf beyondyour personal viewing platform for Sanibel's legendary sunrises and sunsets.brbrFlexible Sleeping for Up to 6:brbrPrimary bedroom: King bed with lanai access and Smartl TVbrbrGuest bedroom: Two twin beds with Smartl TV and full-size closetbrbrLiving room: Queen Murphy bed for additional guestsbrbrPerfect for couples, families, or friends traveling together!brbrBeautifully Updated & Ready to Welcome YoubrbrLiving & Dining SpacesbrbrThe open, airy layout features sleek porcelain plank tile throughout the main living areas. Relax on the loveseat or side chair while catching your favorite show on the flat-panel TV, or gather around the dining table (seats 6) for meals with that stunning pool-to-gulf view as your backdrop.brbrStep through to your screened lanaiyour new favorite roomwhere morning coffee tastes better, books become unputdownable, and cocktail hour feels like a celebration.brbrFully-Equipped KitchenbrbrEverything you need for easy meal preparation: full suite of appliances (stove, oven, refrigerator, dishwasher, microwave) plus a convenient breakfast bar for quick bites or morning planning sessions.brbrPrimary SuitebrbrWake in your king-sized bed and slide open the door to your private lanai access. With your own Smart TV and serene views, this is your personal sanctuary within the sanctuary.brbrThe 3-piece en-suite bath features a walk-in shower with custom shower system, vanity and hair dryer. The walk-in closet has built-in shelving for easy organization of your clothing.brbrGuest Bedroom & BathbrbrTwo comfortable twin beds and generous closet space create a welcoming retreat. The adjacent newly updated bathroom features stylish subway tile shower and single vanity, while a nearby closet houses a full-size washer and dryer for ultimate convenience. Detergent is provided.brbrResort Amenities in an Intimate SettingbrbrSteps from Your Door:brbrA quick trip downstairs brings you to the heated gulf-front pool with chaise lounges and restrooms featuring built-in baby changing tablesthoughtful touches for families. The beautiful boardwalk leads past the shell-washing station to Sanibel's famous sugar-sand beaches.brbrActive Recreation:brbrHeated outdoor pool overlooking the gulfbrbrTennis/pickleball court (4 paddles providedbring your racquets!)brbrShuffleboard for friendly competitionbrbrBBQ grilling areas for beachside feastsbrbrDedicated, assigned covered parking for comfort and convenience - shield your vehicle from the Florida sun.brbrThe Sandpiper ExperiencebrbrThis isn't just about the beautiful accommodations or the pristine beach access (though those are certainly part of the magic). It's about the feeling you get when you arrivethat exhale of relief, that sense of having found something special, that knowledge you're exactly where you're meant to be.brbrIt's the sound of waves replacing the sound of traffic. The sight of shorebirds instead of screens. The rhythm of island time instead of deadlines. This is Sandpiper Beach, and it feels like coming home to a place you've always known.brbrProfessionally Managed Since 1997brbrCottages to Castles of Sanibel & Captiva has nearly three decades of experience creating memorable island vacations.brbrProperty Details:brbrNo elevatorbrbr7-night minimum stay required (per zoning)brbrCompletely smoke-free propertybrbrPet-free propertybrbrTrucks not permitted under buildings. Guest spaces are availablebrbrComplimentary Wi-Fi throughoutbrbrDue to online booking limitations, this property may show as unavailable to accommodate scheduled maintenance projects or a possible owner stay, when it's actually openplease inquire about your specific dates!brbrReady to discover your island within an island Sandpiper Beach #501 is waiting to show you what true Sanibel seclusion feels like. Reserve your escape today and prepare to fall in love with this hidden corner of paradise.brbrCity of Sanibel Dwelling Rental License #: RDWL-011017brbr-- ID #9961219brbr-- 9961219brbrAmenities Include:brbr- Square Footage, Est.: 1005brbr- Gulf Front: Ybrbr- Gulf View: Ybrbr- Bed Size 1st Rm/Primary: Kingbrbr- Bed Size 2nd Rm: 2 Twinsbrbr- Sleeper Sofa: Ybrbr- Pool - Chlorine: Ybrbr- Pool Heat - Electric: Ybrbr- BBQ Grill - Gas: Ybrbr- TVs - Smart: 3brbr- Wi-Fi: Ybrbr- Beach Chairs: Ybrbr- Tennis: Ybrbr- Pickleball Court: Ybrbr- Shuffleboard Court: Ybrbr- Linens Provided: Ybrbr- Coffeemaker - Drip: Ybrbr- Dishwasher: Ybrbr- Microwave: Ybrbr- washer dryer: Ybrbr- Parking - Covered: Ybrbr- Parking Space - Assigned: Ybrbr- Storage - Assigned: Ybrbr- Beach Access: Ybrbr- Rental License No.: RDWL-011017brbr

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$348.14

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SeaShells Unit 34 - Sanibel 2BR/2BA Condo w/full Kit. Sandy path to Gulf Access

Sanibel, Florida, United States

Location, Location! Unit 34 Seashells of SanibelbrbrLooking for a relaxing, peaceful beach location on Sanibel Island Seashells of Sanibel's private sandy path leads you to a tranquil beach directly on the Gulf. Amenities also include an onsite heated pool + new tennis/pickleball courts. brbrEnjoy an inviting open floor plan with2BRs+2 bath plus a fully equipped kitchen w/breakfast bar with seating. The spacious Livingroom offers a Lg smart Tv and is open to the dining room. Sliders open to a screened Lanai for your morning sunrise. brbrThe Primary BR offers a quality king bed, a lg tv and its own full bath w/walk in shower. The 2nd BR offers both a full and a twin bed with a tv plus a second bathroom with tub/shower combo. Unit comes with 2 bikes, linens, towels, beach chairs/umbrella, beach buggy, 3 smart TVs. Everything is NEW here in this PRIVATE END UNIT.brbrSeashells of Sanibel is a low key, upscale community on desirable West Gulf. Centrally located on the Island, conveniently adjoining the 23 miles of Sanibel's off-road bike paths. Easy ride to grocery, restaurants, Ding Darling wildlife refuge and kayak launching areas. brbrDiscounts are available for longer stays.... Budget Friendly !

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2

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5

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$315.87

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LOGGERHEAD CAY 501 Direct Gulf Front ️Sanibel Escape ️ Queen & Twin in spare room

Sanibel, Florida, United States

Gulf front with an obstructed ocean view & ground level. Our fully equipped condo has been completely remodeled with two bedrooms and two tile shower/bathtubs bathrooms. We know you'll love the beautifully decorated interiors and the beachfront location on the convenient east end of Sanibel Island. The condo is incredibly bright and spacious and sleeps up to 6 people. Loggerhead Cay 501 is on the ground floor of a four- story building. You will have a dedicated parking spot right outside the condos front door.brOne of the special features we love about this unit is the ground floor screened in lanai that has a door directly to the beach. After a long day of enjoying Sanibel or just relaxing at the beach, it's nice to relax and enjoy the sound of the waves crashing ashore while watching the sunset.brAdditionally, there is an Olympic-size heated ocean facing pool, a seashell washing station, two pickleball and one tennis/pickleball court, shuffleboard, community outdoor grills, outdoor dining tables next to grills, and of course, the beach is your backyard.brIt's all about location, as they say, and we are located two miles from Sanibel's famous lighthouse beach and 1 1/2 miles from Jerry's grocery store. Sanibel has two public golf courses nearby. Right outside the front door, there are 25 miles of stunning shared-use paths for you to enjoy while biking or walking. LOGGERHEAD CAY, 501 is just a few minutes from the Causeway, local restaurants, and great shopping.brGuests of this unit will discover why so many hold the Loggerhead Cay community near and dear to their hearts. We also offer a beach cart, beach chairs, sand toys, and beach umbrellas all stored in the ground-level storage unit for you to use.brNo extra charge for up to six people.brMore about the features and amenities:br• Master Bedroom:brThe master bedroom offers an en suite bathroom with a king-size comfy bed, hotel-quality sheets, a dresser, desk/makeup area with lighted 10x mirror, a 50-inch smart TV. Stocked with Tp, Kleenex, soap, shampoo & conditioner, blow dryer, beach towels, and much more.brbr• Second Bedroom:brThe second bedroom offers a comfy queen and twin bed, a dresser, and a 32-inch smart TV. A dedicated bathroom Stocked with luxury towels, TP, Kleenex, soap, shampoo & conditioner, facial wipes, blow dryer, beach towels and much more.brbr• Living Area:brThe main living area offers a pull-out Queen sofa sleeper with a 65-inch smart TV and a push back recliner & two swivel chairs to enjoy the amazing view.brbrThis is an excellent condo for two couples traveling together or for a family of five or six. All rooms have lighted ceiling fans.brbr• Kitchen:brThe kitchen is fully equipped with a open floor plan and everything you need for your stay. Appliances are all brand new including refrigerator with filtered water and ice in the door, including a washer and dryer in the condo. Stocked with paper towels, garbage bags, dish soap, cleaning products, dishwasher and laundry pods, coffee creamer & a few pods pods, spices, cooking spray, & much more. brbrOther amenities:brHigh-speed internetbrPortable waterproof Bluetooth Wi-Fi speakerbrBeach equipment and 6 beach towelsbrBlender for slushy & beach sipsbrIron and ironing boardbrKeurig and a regular drip coffee potbrGames and booksbr….and much more to make your vacation the best ever!brWe book Saturdays to Saturdays, with a minimum 7-night stay. We are full time residents so if you have any questions please don’t hesitate to ask.brbrWe cannot wait to host your vacation and help you create Sanibel Memories.brSanibel License #006485brIf this property is booked or you are looking to book 2 units for a large group, please check the availability of our other property loggerhead Cay 502 that is located directly above this unit with steps directly outside the doors or elevator access just steps away.brhttps://www.vrbo.com/3769941.

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$490.33

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Gorgeous views from this updated two bedroom two bathroom Gulf Front Condo

Sanibel, Florida, United States

Sandy Bend 6 – Now Renting!brbrSought-after Gulf-front living on West Gulf Drive.brbrThis beautifully updated two-bedroom, two-bathroom Gulf-front condo offers stunning water views and the perfect backdrop for a classic Sanibel beach getaway. Step into the bright, modern kitchen featuring granite countertops, stainless steel appliances, and crisp white cabinetry. Prepare meals while guests relax at the spacious breakfast bar with seating for three. The open dining area provides seating for four at a glass-top wicker table, ideal for relaxed island dining.brbrThe comfortable living room includes a flat-screen TV and direct Gulf views. Step out onto the expansive screened lanai to enjoy the breeze, watch the waves, read a favorite book, or take in Sanibel’s world-famous sunsets and frequent dolphin sightings.brbrThe primary suite features a king bed and sliding glass doors leading to the lanai. The updated primary bath offers a tiled shower and granite counters. The guest bedroom includes two twin beds, with a guest bath featuring a shower/tub combo and granite counters.brbrSandy Bend is a no-smoking complex, including lanais, units, and all outdoor areas.brbrDuring your stay, enjoy listening to the waves, walking the shell-covered beach, playing tennis, or relaxing on the top deck to watch unforgettable sunsets. The Sandy Bend complex includes eight two-bedroom condos, a four-bedroom cottage, a building elevator, and tennis courts. brbrPlease note: The house located behind the condo building will be under construction. The area will be enclosed with fencing, but guests should expect noise and construction vehicles. The Tennis courts are currently inoperable as they are being used to host construction equipment.brbrKingfisher Vacations books reservations up to 51 weeks in advance. All properties feature contact-free check-in, so there is no need to stop at an office.brbr20-22313

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2

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4

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$376.45

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SANDPIPER BEACH 503- Gorgeous Sanibel Condo! Still Open for Winter 2026 Weeks!

Sanibel, Florida, United States

WELCOME TO SANDPIPER BEACH 503brbrWelcome to the wonderful Sandpiper Beach 503! This beach-front, walk up condo is BRAND NEW TO THE RENTAL PROGRAM and offers two bedrooms, two full baths, spacious living room, and is just steps to the Gulf of Mexico. Sandpiper Beach complex is tucked away off the main roads in a low-density (27 units) secluded community that’s situated mid-island on beautiful Sanibel Island, near all the bike/walking paths and local restaurants!brbrbrbrYou’ll be sure to feel relaxed on the private beach with one of the largest sandy areas along Sanibel’s shoreline. However, just a short drive up the road you will find shopping, restaurants, and the J. N. “Ding” Darling National Wildlife Refuge where you can kayak and explore the natural wonders of southwest Florida.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 FEATURESbrbrSandpiper Beach 503 is the perfect beach getaway for a week or longer! This cozy condo has been recently updated and remodeled and is ready to welcome you and your family. The open concept floor plan offers plenty of space for four guests and features a king bed in the primary and a queen in the guest with a private lanai facing the community pool and board walk to beach. The condo also features a fully equipped kitchen, smart TVs and enough space for four guests. brbrbrbrThe primary bedroom offers a king bed with ensuite bathroom and a sliding glass doors that provides access to the private lanai. Enjoy your morning coffee while taking in amazing views of the gulf of Mexico that can be seen from the bedroom window.brbrbrbrThe guest bedroom features a queen bed with a full bathroom around the corner with a shower/tub. An in-unit laundry features full washer/dryer to afford the convenience of freshening up clothes and beach towels mid-week or for longer stays.brbrbrbrThis condo offers private high-speed WIFI at no cost.brbrbrbrA beach supply closet (dedicated to this condo) is shared with guests and is stocked with items to help make your stay even more convenient. A beach wagon, beach chairs and umbrella, etc. are available for your use. brbrbrbrWhen you’ve had your fill of enjoying the private beach, Sandpiper Beach offers a heated community pool with two bathrooms, tennis court, shuffleboard court, and community grilling area with picnic tables to enjoy a quick meal. A shell washing/shower station is provided as you reach the end of the boardwalk near the pool.brbrbrbrLooking for an extended stay Guests are welcome to book four weeks or more at a discount for a true get-a-way experience. It’s highly recommended to reserve your return stay before you leave to secure the dates you want.brbrbrbr** Sandpiper complex does not have elevators**

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$255.09

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The Seagull Residence at The Sandpiper Inn

Sanibel, Florida, United States

Summary:brbrThe Seagull Residence is a two bedroom, one bath, unit located in the newly renovated, Sandpiper Inn. Festooned with gorgeous palm trees and an ever present ocean breeze, The Sandpiper Inn has been coveted by travelers as the most colorful inn on Sanibel. Close to beaches, dining and shopping, this property boasts one of the best locations on all of Sanibel Island. brbrNEW: dog enclosure for our 4-legged guests to play while you enjoy our outdoor seating areas with grill and fire pit!brbrbrbrThe Space:brbrThe Seagull Room is approximately 550 square feet and located within a Key West Styled motel known as the Sandpiper Inn. Characterized by bright hues of pink, blue, and yellow, the building and property are extremely peaceful and serene, perfect for escaping the hustle bustle of city or suburban life. Inside of the unit is a full kitchen, allowing guests to dine in and skip the expense and crowds at local restaurants if desired. brbrbrbrThis unit is comprised of a large living area with a sleeper sofa for extra guests and a dining table, a full kitchen, 2 bedrooms with double beds and 1 bathroom.brbrbrbrEach unit includes access to a communal washer and dryer area. Beach furniture, towels, and bicycles are also available to guests at no additional cost. It is also unique among island inns in that it is surrounded by only residential homes in an extremely quiet area of Sanibel, away from the hustle and bustle of more crowded touristic centers of the island. Furthermore, built in the 1950s but receiving a full structural and interior reconstruction in late 2023, guests can enjoy the vibrant history of these pre-causeway inns while not sacrificing at all in the comfort or amenities departments.brbrbrbrWe are pet friendly for up to two dogs up to 50lbs each. If you will be traveling with pets, please notify us after confirming your booking so that we can update your reservation accordingly. Per pet fee of $75 will apply.brbrbrbrCity of Sanibel Dwelling License Number RDWL-003376brbrbrbrGuest Access:brbrGuests have beach access less than 5 minutes from their front door. Additionally, each unit includes access to outdoor seating area with grill and firepit, dog enclosure for our 4-legged guests and complimentary laundry room. Beach gear, towels, and bicycles are also available to guests at no additional cost.brbrbrbrThe Neighborhood:brbrThis suite is located within the historic Sandpiper Inn, on Donax Street. Known for its proximity to the beach and all dining/shopping that Sanibel has to offer, Donax Street is one of the most highly coveted areas on all the island. Bikers consider the area to be by far the best and most accessible on Sanibel, due to its equidistance to both Periwinkle Way (where all shopping and dining is) and East Gulf Drive (where all of the gulf beaches are located). For those that do not want to bike or drive far, guests can easily walk to the Sandollar or Blue Giraffe restaurants, both located just a few minutes walk from the front door of this suite. For those willing to venture out a bit further, Tipsy Turtle, El Cielo, Matzaluna are located just a mile down the road at the intersection of Donax Street and Periwinkle Way.brbrbrbrGetting Around:brbrYou are close enough to get around by walking or on bikes, but a rental car is suggested if you would like to explore Captiva or neighboring areasbrbrbrbrOther Things to Note:brbrGuests must complete rental agreement prior to the stay. brbrA non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.

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$446.0

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Newly Renovated Penthouse D42 with Beautiful Views of the Gulf!

Sanibel, Florida, United States

This beautiful two-bedroom, two bath penthouse Unit D-42 has memorable Gulf views from the screened-in lanai and the large private rooftop sundeck. The modern kitchen boasts stainless steel appliances and granite counter tops, plenty of counter seating and is fully equipped. The living room has a queen sized sofa sleeper and entertainment center with 50-inch 4K QLED smart TV. The master bedroom has a king sized bed, 43-inch 4K smart TV and direct access to the lanai. The custom designed ensuite master bathroom has a double-sink vanity with plenty of storage space and includes a beautiful seven foot by five foot walk-in shower. In the guest bedroom you’ll find a queen sized bed and twin extra long bed, with Roku HDTV, and an adjacent bathroom with shower and tub. There are granite counter tops and tile and new LVP floors throughout. Linens, including beach towels, are provided along with beach chairs and umbrella. brbrPointe Santo de Sanibel is the most sought-after complex on Sanibel Island and is perfect for families. Complimentary high speed wireless internet is provided in the unit and throughout the complex. Splash in the renovated salt water heated pool, and enjoy the adjacent hot tub. Relax under the newly constructed pool-side Pavilion. Walk out to the biggest, sandiest beach on the island and relax on the beach chairs provided for guests or find that perfect shell on the best shelling beach in the world. Take advantage of our newly (re)created Children's Program. Bike paths that take you throughout the island pass the entrance to the complex. Pointe Santo offers everything for a wonderful family vacation. brbrbrKey words: sleeps 6, renovated, comfortable, stainless steel appliances, granite counter tops, washer/dryer

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$385.29

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Stylish pet friendly beachside retreat on Sanibel Island - Signal Inn 01

Sanibel, Florida, United States

Nestled among the swaying palms and tropical foliage of Sanibel Island, this beautifully updated end-unit beach townhouse at Signal Inn offers the perfect blend of island charm and modern comfort. Professionally managed by Gulf Coast Vacation Rentals, this elevated two-bedroom, one-bath condo provides a peaceful retreat just steps from the sugar-white sands of the Gulf of Mexico.brbrInside, the home features beach-inspired decor and a fresh, open layout designed to bring the outdoors in. Natural light fills each room, complementing the coastal color palette and tile flooring throughout. The fully equipped kitchen includes stainless steel appliances and everything needed for dining in after a day at the beach. The living room offers a cozy space to unwind, complete with a pull-out sleeper sofa for additional guests.brbrThe master bedroom is a serene escape with a comfortable king-size bed, while the second bedroom includes two twin beds, ideal for families or friends traveling together. The updated bathroom features a walk-in shower and modern vanity.brbrSignal Inn is a laid-back, low-density beachfront complex on Sanibel's scenic east end, just a short distance from the iconic Sanibel Lighthouse and the island's network of bike paths and nature preserves. Guests have access to a heated pool, hot tub, on-site laundry, and barbecue grills, all set within lush, well-maintained tropical grounds. As a pet-friendly property, it's one of the few places on the island where you can bring your furry family members along for the adventure.brbrSanibel Island is known for its natural beauty, world-class shelling beaches, and relaxed atmosphere. Whether you're kayaking through mangbrrove tunnels, exploring the shops and restaurants of nearby Periwinkle Way, or simply enjoying the tranquility of your private lanai, this townhouse at Signal Inn offers a true taste of island living.brIdeal for couples, small families, or anyone looking to unplug and recharge, this inviting condo promises an unforgettable Sanibel escape.brbrPlease note that the boardwalk to the beach by the pool area is temporarily closed for reconstruction, but you can still enjoy easy beach access via the boardwalk at the east end of the resort. Thanks for your understanding, and we're sorry for any inconvenience.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrFurry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.brbrAll units have beach towels, beach chairs and beach umbrellas.The TV's have Roku, no cable at this time.

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$424.71

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Relax on your private deck with Gulf views Sanibel Island - Pet Friendly - Signal Inn 09

Sanibel, Florida, United States

Experience the perfect blend of comfort, convenience, and pet-friendly hospitality in this charming two-bedroom, one-bathroom condo at Signal Inn on Sanibel Island. Professionally managed by Gulf Coast Vacation Rentals, this inviting retreat warmly welcomes both you and your furry companions, making it an ideal getaway for families, small groups, and pet owners seeking a relaxing island escape.brbrThe spacious primary bedroom features a king-size bed designed for restful nights and peaceful mornings, while the second bedroom offers two cozy twin beds, providing comfortable accommodations for additional guests. The full bathroom is thoughtfully appointed with a walk-in shower, creating a refreshing space to unwind after a day of exploring Sanibel's beautiful beaches and nature trails alongside your pet.brbrThe tiled living room radiates warmth and style, offering a welcoming environment to relax, watch television or a DVD, and enjoy quality time together. The fully equipped kitchen boasts modern appliances and ample counter space, perfect for preparing meals whether it's a quick breakfast or a full dinner after a day of island adventures. Wireless high-speed internet throughout the condo keeps you connected, while the convenience of an in-unit washer and dryer allows for effortless longer stays.brbrStep outside onto the screened porch to savor the fresh island air and peaceful surroundings in privacy and comfort with your pet by your side. Signal Inn is a serene, pet-friendly community located on Sanibel's desirable east end, offering amenities such as a heated pool, hot tub, BBQ grills, and lush tropical landscaping. A private boardwalk provides easy access to the Gulf's pristine beaches, many of which welcome leashed pets during certain hours, making it a perfect destination for pet owners.brbrSituated near the iconic Sanibel Lighthouse, scenic bike paths, and the charming shops and restaurants along Periwinkle Way, this condo offers a prime location to experience the natural beauty and laid-back lifestyle of Sanibel Island. Whether you're seeking relaxation or adventure, this inviting home provides an ideal, pet-friendly base for your unforgettable island getaway..brbrPlease note that the boardwalk to the beach by the pool area is temporarily closed for reconstruction, but you can still enjoy easy beach access via the boardwalk at the east end of the resort. Thanks for your understanding, and we're sorry for any inconvenience.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrFurry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.brbrAll units have beach towels, beach chairs and beach umbrellas. The TV's have Roku, no cable at this time.

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$438.73

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Sea View for Two! Sundial Resort, Steps to the Beach, Private Lanai

Sanibel, Florida, United States

Take in the view as you relax on the private and spacious lanai, accessible through wide sliding glass doors from the living room and bedroom. You will enjoy the newly renovated open plan living area including a 65 inch Sony Smart TV with high quality sound , a well equipped kitchen, and FULL size in-unit washer and dryer.brThe large primary bedroom has a walk in closet and the adjacent bathroom is well appointed with a range of toiletries. Wall to wall wooden pocket doors create a separate private space for sleeping.brOther resort amenities include access to the pool featured in the listing photos, complimentary parking, and free wifi. There are also five restaurants, a market, and a tiki bar on site. Please note, our unit is a private rental, and therefore, does not include the resort pool and amenities, the fitness center, or the Tennis/Pickleball courts. However, our pool is steps away and much quieter!brTo help make your beach days carefree we provide 2 beach chairs, a beach umbrella, 2 beach towels, a large cooler on wheels, and a collapsible folding beach wagon (located in the walk in guest closet). No need to worry about managing stairs, our building has an elevator!brSanibel is known for its many bike paths which are easily accessible from the resort. We recommend renting bikes from Finnimore's Bike and Beach Rentals 239.472.5577. They deliver!

1

Bed

1

Bath

2

Sleeps

$363.89

/ Nightly

Condo

New to the rental market- Stunning open beachside condo at Kings Crown

Sanibel, Florida, United States

Property renovations are currently going on at Kings Crown:brbrThe pool is now open brTennis Courts: Scheduled for completion in 2027.brbr** Elevators: All elevators are currently operational.br** Weekly Rental through Nov 2026brbr** Elevators: All elevators are currently operational.br** Weekly Rental through Nov 2026brbrTropical Oasis with Stunning Beachfront ViewsbrbrExperience the soothing sounds of the ocean, tropical breezes, and total relaxation from your spacious retreat at Kings Crown Condominium #209. This bright and airy two-bedroom, two-bathroom condo is the perfect destination for an unforgettable Sanibel Island getaway.brbrHighlights include:brbrInviting living space with comfortable seating, a flat-screen TV, and sliding doors that open to a screened or glass-enclosed lanai—perfect for enjoying breathtaking Gulf views.brbrFully equipped kitchen with modern amenities, ideal for cooking or savoring local takeout.brbrDining area positioned to capture the beautiful beach scenery with every meal.brbrComfortable bedrooms, including a master suite with a split king bed, flat-screen TV, large closet, and private bath, plus a cheerful guest room with two twin beds and tropical décor.brbrPack ’n Play and high chair included to make family travel easier.brbrResort-style amenities:brKings Crown Condominiums feature a beachside heated pool, lush tropical landscaping, tennis courts, elevators, and convenient under-building parking.brbrNotes:brbrThe pool is currently undergoing repairs, with anticipated completion in 2025.brbrLandscaping enhancements are ongoing through 2025.brbrRental information:brbrTwo-week minimum stay from November 15 through May 1brbrOne-week minimum stay from May 2 through November 14brbrEnjoy contact-free check-in for a seamless start to your vacation. With its prime beachfront location, comfortable accommodations, and close proximity to Sanibel’s best restaurants and shops, Kings Crown 209 is your perfect home away from home.brbrKingfisher Vacations books reservations up to 51 weeks in advance.

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$344.61

/ Nightly

Condo

Kings Crown 306, 2 bed, 2 bathroom, Top Floor, Gulf Views

Sanibel, Florida, United States

***A structural repair project is set to begin on April 20, 2026, and will last approximately eight weeks. During construction, active work areas will be safely cordoned off; however, the buildings themselves will not be shut down. Safe pedestrian access to and from the beach will remain available through the normal pathways. During this time guests can expect workmen on site and some noise during working hours.***brbrWelcome to Kings Crown 306! Located on the desirable West Gulf Drive, Kings Crown is a 54-unit complex with a community heated pool (NOW OPEN!), tennis courts (no projected completion date) and elevators with under building parking and private storage lockers.brbrYou will switch to vacation mode the moment you enter Kings Crown 306 when you take in the views of the sugar sand beach and turquoise Gulf waters from your extended and spacious lanai. This updated unit, with all new furniture, is done in shades of soft greens and blues and is as beautiful as it is calming.brbrYour gourmet kitchen provides everything you'll need to prepare all meals. Enjoy your morning coffee (drip or pod maker) at the spacious kitchen island or on the lanai where you can enjoy the sounds of the Gulf and feel the cool breeze. More formal dinners at can be enjoyed at the spacious dining table.brbrAfter a fun filled day of swimming, biking or shelling, you can look forward to relaxing in the living room while watching your favorite movies or shows on the large Smart TV. When it's time to retire, the primary bedroom provides a comfortable king bed, large Smart TV, and en-suite bathroom with a large walk-in shower. The guest bedroom provides a queen and additional twin bed along with a Smart TV and en-suite bathroom with a combo tub/shower, ideal for family or friends joining you on your trip. Two adult couples traveling together This unit is perfect for you, as the set-up is essentially 2 primary bedrooms!brbrThe owner provides high speed internet and beach towels. Your beach chairs and umbrella are conveniently stored in a private ground-level storage locker. brbrSanibel Holiday's units are equipped with the latest Wi-Fi enabled locks offering easy check in and check out with no need to pick up or return keys. Everyone in the family can have access with one simple, and most importantly, secure code.brbr**Kings Crown has temporarily waived the 2-week booking requirement. 1-week bookings are allowed until Nov 15th, 2026. Beginning 11/15/26, booking requirements will once again be: 2-week minimum from November 15 - May 1 and 1-week minimum from May 1 to Nov 15 . Saturday to Saturday bookings always required**br**Smoke free & pet free property**br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay**brSanibel Dwelling License # RDWL-005796

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Sleeps

$297.07

/ Nightly

Condo

Sanibel Surfside 224: Stunning 2BR Island Retreat!

Sanibel, Florida, United States

Welcome to paradise at Sanibel Surfside 224! This stunning 2 bedroom, 2 bath condo is the perfect place to spend your Sanibel vacation with its new furnishings and updates throughout! Step into an island oasis with this stylish, modern furniture before venturing to your private, enclosed lanai to watch the waves meet the beach. This quiet complex offers amenities to keep you entertained your entire stay - pickle ball, tennis courts, shuffleboard and more! This condo is also centrally located to shopping, restaurants and bike paths!brbrCondo amenities include: 2 bedrooms/2 bathrooms -- 1 King bed, 2 Twin beds & a pull-out sleeper sofa (sleeps 6 people), Smart TVs (streaming only), WIFI available, shared heated pool, in-suite washer & dryer, screen & glass enclosed lanai, public BBQ gas grills, shuffleboards, 1 tennis & 2 pickle ball courts, elevators, covered parking. No Pets allowed. Bed linens and Bath towels included. Beach chairs, beach towels, beach wagon and an umbrella are provided for added convenience.brbrIncidental Damage Benefit - We understand accidents happen! Every booking with Sanibel Vacations includes protection for those incidental accidents causing damage to the property. Applies to incidental damage only with limits. Details in rental agreement. brbrSmoking is prohibited (including e-cigs/vaping). NO SMOKING anywhere inside or outside the entire Sanibel Surfside complex. WE ARE NOW A 100% SMOKE-FREE PROPERTY. brbr7 night minimum rental period is required. This unit is non-smoking with a maximum occupancy of 6 people.brbrSanibel Vacations, or SBL Vacations provide a variety of high quality, meticulously attended vacation rental homes and condos on Sanibel & Captiva Islands. We are a boutique vacation rental company who strive to make your next island adventure to be the most relaxing and memorable experience possible. We look forward to seeing you soon!!brbr**Important Update for Sanibel Surfside Reopening: We are excited to welcome you back! brCurrently, the new outdoor pergola and grills are unavailable. We expect these amenities to be restored by mid 2026 though the exact timeline is still pending and cannot be guaranteed. We appreciate your understanding as we continue to restore these amenities, and we look forward to providing you with a full Surfside experience soon!brbrRDWL-006232

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$522.1

/ Nightly

Condo

Newly Renovated Beachfront 3 bed, 2 bath at Sanibel Moorings #721

Sanibel, Florida, United States

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

3

Bed

2

Bath

8

Sleeps

$892.01

/ Nightly

Condo

Beachfront 2BR Condo at Casa Ybel Resort: Top Floor, Private Balcony Ocean Views

Sanibel, Florida, United States

Welcome to our favorite place on Sanibel Island.brbrWe’re Elizabeth and Ryan, and our family has been escaping to Casa Ybel Resort for years. What keeps bringing us back is the rare combination of a quiet beachfront resort and the feeling that the entire island is an adventure waiting just outside your door.brbrOur two-bedroom beachfront condo sits within Casa Ybel Resort, a beautifully maintained property professionally managed by Hilton Grand Vacations. Guests check in through the resort front desk just like a hotel, making arrival easy and convenient while still enjoying the space and comfort of a full condominium.brbrThe condos at Casa Ybel are known for their bright open layouts, full kitchens, large living areas, and spacious screened wrap-around porches that capture the Gulf breeze. It’s one of our favorite features — the perfect place for morning coffee, afternoon reading, or simply listening to the waves in the evening.brbrWe love having the full kitchen because it lets us cook an occasional meal together, though we’ll admit we have our favorite restaurants scattered all over the island. When we want something easy, the resort also offers great on-site dining options including beachfront dining and casual poolside lunches that are perfect after a morning on the beach.brbrWhat we love most is how the resort becomes your launching point for the Sanibel experience.brbrSome mornings begin slowly with coffee on the porch while the sun rises over the Gulf. After that the day could go a dozen different directions.brbrYou might walk straight onto the beach for shelling — Sanibel is famous worldwide for the incredible variety of shells that wash ashore. Many guests spend hours simply strolling the shoreline looking for the perfect find.brbrOther days we lounge by the resort pool or grab beach chairs and settle in for a relaxing afternoon listening to the waves.brbrIf you’re feeling adventurous, the island offers endless possibilities. We’ve booked shelling charters to nearby barrier islands where the beaches are untouched and shells cover the shoreline. Fishing charters are another favorite — half-day and full-day trips are easy to arrange nearby.brbrOne of our favorite memories was taking a boat over to Cabbage Key for lunch, a tiny island restaurant where visitors leave signed dollar bills covering the walls.brbrExploring Sanibel itself is just as special. Rent bikes and ride along the island paths that wind through palm trees and quiet neighborhoods along Periwinkle Way. Visit the historic Sanibel Lighthouse or spend a morning driving through J.N. “Ding” Darling National Wildlife Refuge where you’ll see mangrove forest, herons, roseate spoonbills, snow egrets, river otters, horseshoe crabs, alligators, and sometimes even dolphins or manatees.brbrAnd we always make a stop at Bowman’s Beach. It’s one of the most beautiful stretches of sand in all of Florida — and it happens to be where Ryan proposed to me years ago.brbrBack at the resort, Casa Ybel offers amenities that make the stay effortless: beautifully maintained grounds, resort-style pool and spa, tennis/pickleball courts, beachfront dining, and attentive hospitality staff. Fresh linens, resort-style towels, and professional weekly housekeeping provide the comfort of a resort stay with the space and privacy of a condo.brbrUnits at the resort share similar layouts and amenities including full kitchens, spacious living areas, and screened balconies. Furnishings and décor may vary slightly by unit/season, and photos shown represent the typical style and layout you can expect.brbrBe sure to browse the photos in our listing — we think they capture the feeling of the resort beautifully. For an even better sense of the property and beachfront setting, you can also search YouTube for ‘Casa Ybel Lifestyle – Casa Ybel Resort,’ which shows a wonderful overview of the resort grounds and amenities.brbrIf you’re looking for a place where you can slow down, explore nature, enjoy the beach, and create your own island traditions, we hope you’ll love Casa Ybel as much as we do.

2

Bed

2

Bath

6

Sleeps

$383.34

/ Nightly

Condo

Cozy Dockside 2 bed, 2 bath at Sanibel Moorings #1522

Sanibel, Florida, United States

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

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$445.85

/ Nightly

Condo

Gorgeous Gulf views from your private deck on Sanibel Island - Pet Friendly - Signal Inn 08

Sanibel, Florida, United States

Experience the stunning beauty of the Gulf of Mexico from this charming one-bedroom condo at Signal Inn on Sanibel Island. Professionally managed by Gulf Coast Vacation Rentals, this inviting retreat offers breathtaking views and a serene setting surrounded by lush tropical landscaping.brbrStep onto your private screened lanai or sunbathe on the spacious sundeck while soaking in the peaceful ambiance of the resort's verdant grounds. Inside, the condo features a cozy and thoughtfully designed interior, perfect for a relaxing island getaway. The master bedroom boasts a comfortable king-sized bed to ensure restful nights, while the queen sleeper sofa in the living area provides additional sleeping space for guests.brbrThe tiled living room offers a stylish and welcoming space to unwind or entertain, seamlessly connecting to a fully equipped kitchen with modern appliances and ample counter space for meal preparation. A convenient washer and dryer are also included, making longer stays easy and comfortable. The bathroom features a walk-in shower, combining practicality with a touch of luxury.brbrSituated within the tranquil, pet-friendly Signal Inn community on Sanibel's desirable east end, this condo places you just a short walk from pristine beaches accessible via a private boardwalk. Guests enjoy access to resort amenities such as a heated pool, hot tub, outdoor BBQ grills, and well-maintained tropical grounds. The location also provides easy access to the Sanibel Lighthouse, scenic bike trails, and the charming shops and dining of Periwinkle Way.brbrWhether you are seeking a peaceful retreat, a romantic escape, or a base for island adventures, this Gulf-view condo at Signal Inn offers comfort, convenience, and the perfect taste of Sanibel Island's natural charm.brbrPlease note that the boardwalk to the beach by the pool area is temporarily closed for reconstruction, but you can still enjoy easy beach access via the boardwalk at the east end of the resort. Thanks for your understanding, and we're sorry for any inconvenience.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrFurry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.brbrAll units have beach towels, beach chairs and beach umbrellas. The TV's have Roku, no cable at this time.

1

Bed

1

Bath

4

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