Home Vacation Rentals By Owner In Sanibel, FL

Showing 1120 Of 1484 Vacation Rentals
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$569.44

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Private Vacation Home

Mangoes Left Side

Sanibel, Florida, United States

Embark on an unforgettable escape to Mangoes our exclusive Sanibel getaway, where luxury and coastal charm intertwine to create an exceptional stay! This stylish retreat boasts a full kitchen, wine cooler, spacious living room, and a master bedroom with its own bathroom for added privacy and convenience. Added touch of bluetooth speakers in the bathrooms perfect for enjoying your favorite tunes while you freshen up. Furthermore, the property features a guest bedroom, guest bathroom, and one pull-out couch to comfortably accommodate every guest!brbrWhen you first arrive, we've got you covered with starters to kick off your vacation just right! There's coffee and tea to keep you cozy for the first few days, complete with creamer and sugars. And to make sure you feel pampered from the get-go, we've stocked the bathrooms with shampoo, conditioner, body wash, and lotion. (These items are only enough to get you started!)brbrStep outside to discover an oasis, with a HEATED SALTWATER POOL and hot tub for pure relaxation, along with a grill so you can whip up your favorite meals! For added convenience, this gateway offers a washer and dryer ensuring a hassle-free stay from start to finish. Plus, there's a parking space for your boat and trailer, giving you the freedom to explore the coastal waters at your pace!brbrLocated just a short walk to the beach, Mangoes is the perfect spot to soak up the best of Florida living- sun, sand, and sea. Whether you're seeking a peaceful beach break or a luxurious coastal getaway, “Mangoes” offers an unbeatable experience that captures the essence of Sanibel! Book your stay today and discover what this amazing oasis offers!brbrBoth right & left side units share: pool, hot tub, washer & dryerbrbrWith any questions don't hesitant to reach out!
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Bath 2

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Sleep 6

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Exceptional(7)

$363.57

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Private Vacation Home

Urlaub Haus, Beautifully Remodeled, Lake-Front Pool Home

Sanibel, Florida, United States

Welcome home to Urlaub Haus which translates to Holiday House…the perfect vacation home for the whole family! This completely remodeled 3 bedroom, 2 1/2 bath, pool home is conveniently located in the desirable Lake Murex neighborhood off West Gulf Drive with just a short 0.4 mile walk or bike ride to the beach.brbrThis absolutely gorgeous ground-level home is sure to please with its island style beauty and luxury accents. You'll be greeted by an open and bright interior with all the bells and whistles including new furnishings throughout, and a brand-new kitchen with quartz countertops featuring top of the line appliances. The home features an additional separate den area, perfect for some family time playing games and creating lasting memories.brbrAfter a long day at the beach hunting for Sanibel’s famous shells, step into the luxurious pool/hot tub spa to relax as you watch the game on the outdoor TV or listen to the surround sound music system while you enjoy the spectacular lakefront views. When you are ready for your next cookout, the chef of the family can create a gourmet meal in your personal convenient state-of-the-art outdoor kitchen/grill. brbrPack your bags and enjoy all the great luxuries that Urlaub Haus has to offer!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 home requires a 28-night stay per City of Sanibel ordinance, NON-SMOKING, dogs considered w/permission and pet fee***br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay**brSanibel Dwelling License RDWL-011866
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Bath 2

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Sleep 6

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Exceptional(7)

$317.05

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Condo

Island Beach Club 330B – Classic Florida Comfort with Beach Views

Sanibel, Florida, United States

*** Please note that the complex is currently undergoing ongoing work. Certain amenities may be limited or unavailable during this time. We encourage guests to speak with a representative from our office with any specific questions prior to booking. Rental rates reflect current complex conditions and any limitations on amenity use.***brbrDiscover the easygoing charm of Island Beach Club 330B, a welcoming beach view condo designed in a soothing Florida-style décor that flows seamlessly throughout the space. Light, coastal tones and comfortable furnishings create a relaxed atmosphere—perfect for unwinding after a day in the sun.brbrThis well-appointed condo features two bedrooms and two bathrooms, with a king bed in the master suite and a queen bed in the guest bedroom. The living room sleeper sofa provides additional flexibility for families or extra guests, making this home ideal for both couples and groups.brbrEnjoy peaceful views of the beach and Gulf waters, whether you’re sipping morning coffee or winding down in the evening. Guests also have access to the large, heated pool, a favorite spot for relaxing between beach walks and sunset strolls.brbrLocated on West Gulf Drive, Island Beach Club 330B places you close to everything Sanibel Island is known for. Spend your days shelling along the shoreline, biking the island’s scenic paths, or exploring the wildlife at the J.N. “Ding” Darling National Wildlife Refuge. Kayaking, paddleboarding, fishing, boutique shopping, and excellent island dining are all just minutes away.brbrIsland Beach Club 330B offers the perfect blend of comfort, location, and classic island style—an inviting retreat for your next Sanibel getaway.brbrThis unit is also equipped with the latest key-less entry smart-lock technology! This new key-less smart lock feature will offer the option (upon request) to proceed directly to the property without the need to check-in out our office. With this new smart key-less entry system, your Sanibel Island vacation rental is more secure and offers other significant benefits like:brbrThis property is pet-friendly with an additional $250.00 pet fee. Please email us for pet approval.brbr *** 7 night minimum, Saturday to Saturday bookings only. Please do not make flight reservations without confirming your dates with a Select Vacation Properties specialist first. Thank you!***brbrCity of Sanibel Dwelling Rental License #20-22575
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Sleep 4

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$367.99

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Private Vacation Home

Canal Front 5BR w/ Pool & Dock | Family-Friendly Sanibel Retreat

Sanibel, Florida, United States

Canal-Front Paradise | Private Pool • Dock • Sleeps Large GroupsbrbrWelcome to your relaxing Sanibel Island waterfront getaway—a spacious 5-bedroom home on a quiet canal, perfect for families and groups looking to enjoy the best of island living.brbrWhy Guests Love This Homebr• Private pool with outdoor lounge spacebr• Canal-front location with private dockbr• Spacious layout for large groups & familiesbr• Fully equipped kitchen + outdoor grillbr• Close to beaches, wildlife refuge & diningbrbrThe SpacebrThis bright, open home is designed for comfort and connection. With five bedrooms and multiple living areas, there’s room for everyone to spread out and relax. The fully stocked kitchen makes dining in easy after a day exploring Sanibel.brbrOutdoor LivingbrStep outside to your own private oasis. Swim, sunbathe, grill, or enjoy meals outdoors. Perfect for morning coffee or evening cocktails.brbrWaterfront HighlightsbrEnjoy direct canal access from your private dock—ideal for kayaking, fishing, or simply watching wildlife pass by.brbrLocation*brLocated on beautiful Sanibel Island, you’re just minutes from:br• World-famous shelling beachesbr• J.N. “Ding” Darling National Wildlife Refugebr• Local restaurants & shopsbr• Scenic bike pathsbrbrPerfect Forbr• Family vacations & multi-generational tripsbr• Group getawaysbr• Boating & fishing enthusiastsbr• Relaxing beach escapesbrbrBook your stay and enjoy a laid-back Sanibel Island vacation with space, privacy, and waterfront views.brbrbrbr***Minimum 25+ Age Requirement***br****This property is a 28 day minimum****brbrSanibel Dwelling License #RDWL-008211brbrVRBO ID #4655502brVRBO 4655502
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Exceptional(23)

$432.4

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Condo

Sanibel Beachfront Back on VRBO- 5 Star Ratings. Immaculate/Updated/On the Sand!

Sanibel, Florida, United States

Very updated, beachy, all new furniture and bedding, 2BR/2 full bath unit with fabulous Gulf views from all the windows! This is a good value for a beachfront unit on Sanibel- Beachfront so close you can hear the waves and watch the dolphin! This unit is at the sand's edge. Compare our views and rates to all the others. Some will say Gulf view but the Gulf is a block away! Don't squint to see the beach! This really is beachfront. Weekly rates are discounted approx. 15%, stays of 28 days or more are discounted at 20%. Beach chairs (including kid-size chairs) and large beach umbrella is provided and in the garage. Bring your own beach towels or rent/buy them from our onsite office. Kids beach toys are also in the garage. MAY ACCEPT SMALLER DOGS- JUST ASK. There is a fee for dogs. We do not accept other pets. brbrAlso, we ask that you treat our home with respect and not allow adults, kids or dogs to damage our furniture or take any of the contents. All units are individually furnished and we ask that you not remove contents or damage our home. This is not a party house and we do not allow large gatherings of any kind. brbrThe Sanibel difference: No stop lights, no chain restaurants, no high rises.... just plenty of nature, bike paths, wild life sanctuaries, pristine beaches, shelling, and bike paths...and of course great local restaurants and shopping. brbrSee the new photos of our beautifully remodeled condo. See Photos section for a video of our unit. Note: Twin beds in second bedroom can be combined to a king and the furniture in both bedrooms is new - very pretty! Our unit is more accessible with an elevator, wide doorways, grab bars in the Master bathroom, etc. brbrNew portable crib in unit. This unit has its own garage (can not accommodate overly tall trucks or SUVs with racks) - very important to rent a unit with a garage considering the sun, heat and salt air. brbrDine - in prepared food delivery service is now available! You can have your romantic dinner and a glass of wine on the lanai while watching the Gulf and you don't even need to leave our unit or cook! Grocery delivery is also available. (see Links and video tab for link to prepared food delivery). brbrDescription: brThank you so much for considering our perfect island get-away, beachfront condo on Sanibel Island! Our family has been coming to Sanibel Island for over 40 years and I would like to share a few thoughts on what we think makes Sanibel so unique and special, and why our condo (unit 607) is your perfect beachfront home-away-from-home. Please look through the pictures and see if you agree. A special welcome to our international visitors! Also, if you are thinking about a wedding on the beach, this may be your place! Our onsite management staff has officiated small, beach weddings- just ask. brbrFirst, here are a few quick facts about the unit (Unit 607). It is located in Sanibel Siesta on the Beach - a resort/condo community. Our unit (607) is an immaculate, spacious, two bedroom (king master and two twins in second bedroom which can be converted to a king bed), two bath, updated, nicely furnished unit with new beds, new mattresses, and bedding with a queen size hide away bed. It's very bright and beachy! The condo can sleep 6 comfortably. It is right on the beach and has great views of the Gulf from every window and the screened in lanai. It has granite counters, tile floors, new/newer furniture, completely repainted, living room has latest 40+ inch WiFi enabled TV with 4K flat screen, bedrooms have flat screen TVs as well, cable, Internet and all the comforts of home. brbrOur unit has a garage which is a must due to the hot Florida sun. Our guests frequently comment on how nice the unit is and the terrific location. We love to hear that and are constantly updating the unit as it is our home-away-from-home too! brbrAnd now let me tell you what makes Sanibel Island so special. It starts as you leave the frantic mainland and begin your journey across the bridge to the island. It is definitely a wow moment as you see the sun dancing off the crystal blue water. You may have a pelican or two following your car as if to say welcome/welcome back, or you may see dolphin swimming gracefully in the bay, or see a few fishermen on their boats as well as parasails and paddle boards. The beautiful drive over the water never gets old and is the official start to your vacation. brbrAs you enter the island you will experience the Sanibel difference; Sanibel has no stoplights, no big chain fast food restaurants, no high-rises or highways and no ugly strip malls. What it does have are lots of natural habitat, protected wild life sanctuaries to explore, miles of bike paths, pristine shell beaches, lots and lots of shells for the kids to collect, beautifully maintained resorts, gracious homes with lots of green space and of course the warm waters of the Gulf of Mexico. If you are looking for a place to unwind and unplug- this is it! brbrIf you are into water sports, this is definitely your place. You can rent a boat and cruise the inter-coastal waterways and explore the other barrier islands, which are accessible only by boat (one of our favorite things to do). Some of the islands are inhabited and some are not. You can anchor your boat and wade or swim to shore, explore the island and do some shelling. The last time we went to one of the islands by boat, there was a wild pig wandering the shore. You will probably see dolphin, wild birds, manatees, stingrays, and possibly a sea turtle or two. Or you may want to rent jet skis, paddle boards, kayaks, parasails, go on a sunset cruise or head over to Captiva Island (the ajoining island to Sanibel) for the day. The next day you may want to take one of the bikes off the Sanibel Siesta bike rack and explore the island (or bike to Captiva). The bike trails are safe, perfectly maintained, easy enough for kids (and old kids with bad knees) and are a great way to explore the island. Or you may choose to walk out the front door, go down the steps (or elevator), grab the beach chairs from our garage, umbrella, sunscreen, and a good book and hit the beach or do a little shelling on the world-famous Sanibel shell beaches. Your commute to the beach is literally less than two minutes. Regardless, you will definitely feel like you are on vacation when you are on Sanibel Island. (Links to water-sport rental equipment and rental of boats on the Links tab). brbrAs for our condo (Unit 607), it has all the things that I personally look for in a vacation home; it is immaculate, well furnished and maintained, updated, has a great view of the Gulf from every window and the screened-in lanai, is in an immaculately maintained, small resort community (Sanibel Siesta on the Beach) with a heated pool (cooled in the summer), tennis courts, bike rentals right on the property, golf course literally across the next street, shuffle board, internet, and is located on Fulgur street and Middle Gulf Drive (which is directly on the beach). Sanibel Siesta is one of the few condo homes/resorts allowed to build so close to the Gulf water (see the Location tab to see that our unit is directly on the beach- not across Middle Gulf as many are). Additionally, only two of the buildings at Sanibel Siesta are located directly on the beach and our unit is in one of the two Gulf-front buildings directly on the beach. Our unit also has its own garage to protect your car from the sun, heat, and salt air. Why squint to see the beach In Unit 607, you are so close to the water you can actually hear the waves. brbrFinally, our beach home has all the amenities you need and is a great value for a Sanibel Island beachfront (which can be very pricy). The perfect combination- a beautiful, updated beachfront condo for a great price without feeling like you settled! Just bring your swimsuit, sunscreen, a beach towel, flip flops, a good book and your sense of adventure. brbrAnd, if the cook of the house also wants to take a break from cooking or if you just don't want to go out some nights (think Gulf front dining right on your own lanai), Sanibel Siesta can arrange for prepared meal delivery for one or more nights- just ask and we can provide the details! (check out the Links and video tab for more info). brbrIf you choose to rent our unit (607), welcome home! You've made a great choice. I will be happy to share lots of information on the great shopping, restaurants, and things to do with or without kids while on Sanibel. Sanibel Siesta is a non-smoking resort. brbrWe offer a 5% discount for rentals of 4 - 7+ weeks (consecutive) and 10% discount for rentals of 8 or more consecutive weeks. Just ask and I will amend the quote to reflect the discount.
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Sleep 6

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Exceptional(20)

$277.21

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Condo

Stylish Beach Escape! Heated Pool, Bikes & Sunshine.

Sanibel, Florida, United States

We are excited to start welcoming guests back to the island!br**Please note that some areas of the complex may still be rebuilding from the hurricane, so you might experience some level of noise during your stay depending on your dates.** brOur pool is brand new and beautiful! If you have any questions or concerns, please ask. Thanks for being part of our healing process and supporting the island!brbrOur sun-filled condo at Island Beach Club has two king suites. The sparkling heated saltwater pool and steps to the beach make this a true island experience! Our standard check in/out day is Friday. Please inquire if you need a different day :)brbrAt Island Beach Club 330A you will find a large, well-equipped kitchen including a blender, Keurig, and coffee grinder! For those who want to keep up with their favorite shows, the living room has a 70 Smart TV with cable and amazing floor to ceiling windows to let in the beautiful Florida sunshine. brbrAfter a long day in the sun, wind down in your own king suite. Spacious bedroom #1 has a king bed, light and bright beach decor, en-suite bathroom, and a 50 Smart TV with cable. Bedroom #2 also has a plush king bed, en-suite bathroom, and a 43 Smart TV with cable. **We do have a 4-person maximum but can make exceptions on a case-by-case basis.brbrThere's plenty of space to spread out in this light filled condo that's perfectly set up for privacy. A hallway separates the two king bedrooms (each with their own bathroom), and Island Beach Club boasts some of the larger 2-bedroom condos on the island. The screened lanai has views of the beautiful pool!brbrThe kitchen is fully stocked with bakeware, pots, pans, utensils, plates, toaster, cocktail shaker, crock pot, spices etc. There is a regular drip coffee pot as well as a Keurig machine. Pick your brew! The kitchen is also equipped with a blender if you're in the mood for a smoothie (or a margarita).brbrIsland Beach Club is a mid-sized complex with a heated saltwater pool and easy access to the gulf. With our condo you will have access to the storage closet of fun where we keep beach chairs and sand toys to use during your stay. We also provide 2 adult beach cruisers to explore the island!brbrLast, but not least...you will be digging your toes in the sand in just a few minutes from the front door! We are the first condo from the elevator for quick access to all the fun activities. Walk through the pavered grounds on your short walk to the water!
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Bath 2

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Sleep 4

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Exceptional(27)

$284.47

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Private Vacation Home

Pet Friendly Heated 3/2 Pool Home!

Sanibel, Florida, United States

We are fully recovered from Hurricane Milton. The whole house is brand new! You will have your own private fenced pool area and a sparkling clean one-level home to enjoy. It is the perfect place to relax and unwind. brbrThe house is located right off Casa Ybel between the beach and Periwinkle Way, walking distance to shops, restaurants and the beach. The house is fully equipped with everything you need for a perfect Sanibel vacation: Internet TV, wireless Internet, bikes, golf clubs, beach chairs, beach umbrella and toys. Enjoy the private pool. Walk or bike to the beach for shelling, swimming or just relaxing. brbrThe master bedroom has a comfortable king bed and an attached master bathroom with walk in shower and a double sink. The second bedroom has two twin beds and a large Ikea wardrobe. The third bedroom has and a queen bed, two nightstands, six drawer dresser and a closet. The second full bathroom is between the second and third bedroom.brbrThe new kitchen is open to the living room and has a nice view of the pool. There is also a coffee bar. The living room has a large sectional couch, coffee table and two chairs. The living room and dining room overlook the pool.brbrThe new fenced pool area has a table, two umbrellas, a shed, a gas grill, two lounge chairs and 6 additional chairs.brbrThe house comes fully furnished. 11% Florida sales tax applicable on rentals of less than 6 months. Minimum rental is 28 days according to Sanibel city regulations. Rates are based on 28 day rental period. Extra days and their rates in months with more than 28 days are negotiable. We will consider discounts for longer stays. Rentals of 6 months or more not subject to Florida sales tax.brbrKeywords: House
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$171.71

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Private Vacation Home

Sanibel Escape- Gorgeous gateway to the beach & shelling

Sanibel, Florida, United States

This 1850 sq. foot, two-bedroom two bath home, is conveniently located between Periwinkle and Middle Gulf Drive, providing easy access on & off the island. The nearest entrance to the beach is on Donax and is known for its superb shelling, is a short five-minute walk away. A fully equipped modern kitchen has an attached dining nook, overlooking a tropical landscape. The family room features a comfortable queen-sized sleeper sofa, and the large spare bedroom has two twin beds. The master suite features a large two-person jacuzzi tub and a separate walk-in shower. The attached walk-through closet brings you to the master bedroom. Here, you’ll find the queen-sized platform bed and French doors, opening to a large wrap around porch. The porch features a spiral staircase leading up to the private rooftop sundeck with a southern exposure.brbrAmenities:brLarge wrap-around porch with rockers, and 3-person swing, and an eating area in the back portion of the porch. brFive bikes to ride the islands extensive bike trails.brBeach chairs, beach tent, an air compressor for your floats and a beach cart.brOutdoor showerbrGrillbrWall mounted hairdryers in both bathroomsbrTVs in both bedrooms and the living room, streaming Prime, Hulu, and Roku with YouTube TV for local channels. Also, a CD player provided.brWasher & dryer and pantry area.brBEST Of All, only a five-minute walk to the beach!!!
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Exceptional(46)

$316.11

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Condo

Loggerhead Cay 331: Updated Ground Level Condo!

Sanibel, Florida, United States

This beachside beauty boasts all the conveniences of home for your next island vacation! Loggerhead Cay Unit #331 is comfortable 2 bedroom, 2 bath ground level, condo and is located just steps to the beach! The master bedroom offers a King bed, nice en-suite bathroom, and direct access out to the screened lanai. The guest room features 2 Twin beds with a separate bathroom, a gorgeous newly remodeled kitchen and comfortable living & dining room area. This condo comes equipped with a washer & dryer and a fully stocked kitchen for your added convenience. So pack your bags and get ready for the vacation of your dreams! brbrCondo amenities include: 2 bedrooms/2 bathrooms -- 1 King bed & 2 Twin bed (sleeps 4), 3 Smart TVs (Cable & streaming), WIFI available, fully equipped kitchen, heated community pool, in-suite washer & dryer, public BBQ gas grills, shuffleboard, community tennis courts, elevator access. Bed linens and Bath towels included. No Pets Allowed. This unit comes stocked with beach chairs, beach towels and an umbrella.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. brbr7 night minimum rental period is required. This unit is non-smoking with a maximum occupancy of 4 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!!brbrRDWL-010110
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Exceptional(8)

$209.94

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Condo

Blind Pass D204 - Short walk to the beach

Sanibel, Florida, United States

Blind Pass unit D204. Top floor three bedroom/two bathroom condo with over 1500 square feet of living spaced with courtyard views. Full kitchen, washer and dryer and much more. Sleep up to eight guests in this spacious vacation rental condo. The main bedroom suite has a comfortable king sized bed with en-suite bathroom. The second bedroom offers two full sized beds with the third bedroom having two twin beds. There is a second bathroom in the condo as well. Blind Pass community offers a heated pool, tennis court, bbq grills, walking bridge over the bayou to one of the best beaches on Sanibel Island. Very short walk to the sand. Weekly minimum stay required. brbr**POOL CLOSED FOR MAINTENANCE JUNE 20-27**brbr*Important Note: This rental does not include beach chairs or umbrellas. Instead, we’ve partnered with VayKLife to provide you with a credit toward beach essentials like chairs, umbrellas, coolers, wagons, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. While some of our homes may have beach gear on-site, availability varies, and we cannot guarantee specific items will be provided. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.brbrCity of Sanibel Dwelling License #22958
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Exceptional(77)

$291.81

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Condo

Ground Floor Pointe Santo Residence, Fantastic Resort Amenities

Sanibel, Florida, United States

Summary:brbrThis beautiful ground floor unit in the highly esteemed Pointe Santo de Sanibel development features a walkout patio/lanai located just a few steps away from the pool and beach. Featuring direct Gulf views from its spacious patio, you can quite literally roll out of bed onto the beach. Boasting two large bedrooms, two full bathrooms, a modern kitchen with island, and spacious dining area, lanai and access to fantastic amenities, this is the perfect spot for your next vacation! Totally Remodeled in 2025!brbrbrbrThe Space:brbrUnit D1 is a two bedroom, two bath residence with a walk out lanai that faces both the Gulf and Pointe Santo grounds. It is located in the D building of the Pointe Santo de Sanibel community on West Gulf Drive. Sleeping arrangements are a King bed in the master bedroom, a double and a twin bed in the guest bedroom (has its own patio perfect for Yoga or meditation at Sunrise or just a little extra privacy) in addition to a non-sleeper sofa in living room for overflow guests. The residence features a well equipped new kitchen outfitted with an island and all appliances guests will need while staying with us for a vacation or an extended stay. Unit D1 also has a deeded parking space across from the unit front door entrance. There are guest spaces available around the property if you have visitors. brbrbrbrUnit D1 is well cared for and furnished well for a week’s vacation or an extended stay on Sanibel Island. We supply 4 beach chairs for you and shelling tools, some children’s toys and other beach items and lanai furniture. Unit D1 is well situated to make easy use of these amenities while remaining private and quiet while in the condo or the lanai. The kitchen is well equipped with all that you would need for a week’s vacation or an longer stay. We supply a combination Keurig drip and K-cup Coffee Maker as well. We also stock non glass Coffee Mugs for taking to the beach with you if you’d like a beverage on the beach. What makes this unit unique is the back porch perfect for early morning relaxing or outdoor coffee.brbrbrbrPointe Santo is known for its well-kept grounds, Beach and Shelling opportunities, and as a safe and secure place to stay. It’s a perfect vacation spot for families or couples. Most of our guests are return renters and come back every year. D1 is close to restaurants and grocery stores – a short car or bike ride away. Biking is very popular on Sanibel as there are nearly 26 miles of paved bike paths on the island – and miles more unpaved in sanctuary areas. brbrbrbr***Concrete repairs will be occurring in the Pointe Santo D building between Nov 18th - Dec 8th, 2025 and guests may experience noise related to this. ***brbrbrbrCity of Sanibel Dwelling Rental License - #RDWL- 010953brbrbrbrGuest Access:brbrGuests will enjoy access to the community pool, hot tub/spa, tennis courts, Pickleball Courts, the new clubhouse and associated activities, Grilling areas, and 600 feet of Beach frontage. brbrPARKING: Parking permits are required for all vehicles. Each unit has one reserved parking space. Park in the parking space reserved for your unit number only. Non-reserved spaces are extremely limited and may not be available. All motorized vehicles parked in non-reserved spaces must also display a valid parking permit. Permits may be obtained from the Pointe Santo office. No RVs, trailers, jet skis or boats are allowed.brbrbrbrThe Neighborhood:brbrPointe Santo is one of the most exclusive developments on Sanibel Island and highly sought after for its amenities and first rate location. Pointe Santo is located at the foot of one of the most highly esteemed beaches on Sanibel, directly off of the South end of Tarpon Bay Road. The condo is located just minutes from downtown Sanibel, with plenty of options for dining and shopping, as well as a short drive to JN Ding Darling Wildlife Preserve and Island MuseumsbrbrbrbrGetting Around:brbrRecommend bikes or a rental carbrbrbrbrOther Things to Note:brbrGuests must complete a rental agreementbrbr A non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrAvailable as much as required but provide guests the space they desire to relax and unwind as they see fit
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Sleep 5

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Exceptional(6)

$310.37

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Condo

Beachfront Residence at Loggerhead Cay, Fantastic Amenities

Sanibel, Florida, United States

Summary:brbrLoggerhead Cay #543 is a fantastic third floor gulf front condo residence in the sought after Loggerhead Cay development of Sanibel's East End. This residence features two spacious bedrooms and bathrooms, a fully equipped kitchen, and direct ocean views! With resort grade amenities including tennis, pickle ball, an olympic sized heated swimming pool, shuffleboard, and community grills, guests will surely return year after year!brbrbrbrThe Space:brbrLoggerhead Cay #543 is a two-bedroom, two bathroom fully equipped condominium located on the east end of Sanibel Island. The unit is incredibly bright and spacious and comfortably sleeps up to five guests. The master bedroom offers a king size bed with gel mattress topper and private bathroom. The second bedroom offers a queen and twin bed. The main living area has a 70” smart TV. The gorgeous chef's kitchen is fully equipped with everything that you would need for making full meals during your stay. There is also a washer and dryer located within the unit. Other offerings include high-speed wireless internet, beach equipment for your use including chairs, and umbrellas. Linens and beach towels are included. This unit is a short three-to-five-minute walk to the sand from your door. It is located in building five on the 3rd floor with patio. There is an assigned parking space located directly behind the unit. brbr*Please note that this unit is pet-friendly for guests with one dog up to 25 pounds in size. There is a non-refundable $100 pet fee associated with pets.brbr**Please note that this listing has a Saturday through Saturday stay requirement from January 1st-April 30th. Guests must select Saturday as the check in date and check out date or the calendar will not allow a booking to be made. brbrbrbrCity of Sanibel dwelling license number RDWL-010587brbrbrbrGuest Access:brbrGuests have access to the unit and all of the Loggerhead Cay association amenities such as pool, tennis, pickle ball, and shuffleboard.brbrbrbrThe Neighborhood:brbrFor those familiar with the East End of Sanibel, Loggerhead Cay faithfully represents its laid back nature and sublime beauty. Featuring picturesque landscapes of beach reeds, Seagrapes, and Buttonwood trees, foreshadowing the lush 20+ acres of tropical beachfront this property sits on, one can easily understand why so many have adopted this community as their vacation spot of choice year after year. The community is known as one of the most family friendly on the island, providing guests of all demographics with a fantastic opportunity for sun and fun on Sanibel! You will be near to restaurants, shopping, and activity, while still far enough removed to be reminded that you are on vacation and provided ample opportunity to socially distance away from the hustle bustle that can characterize island life during season. This location is also advantageous in that it provides quick on and off access to the causeway, as to allow guests a quick commute into and from Fort Myers without having to contest with Seasonal traffic. All in all, a superb residence in a superb location!brbrbrbrGetting Around:brbrLoggerhead Cay is centrally situated on Sanibel Island, just a three minute drive to the Sanibel Causeway and subsequently Fort Myers. We are less than a 45 minute commute from RSW, the regiona airport servicing Southwest Florida. Uber is available on Sanibel and bikes can be included in your rental.brbrbrbrOther Things to Note:brbrWe require a rental agreement to be signed prior to commencing your staybrbrE-Bikes are not allowed on property.brbr A non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as needed, but give guests the space they desire while on vacation.
Bed 2

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$239.87

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Private Vacation Home

Villa Bayou- Modern Waterfront Home on Clam Bayou

Sanibel, Florida, United States

Summary:brbrWelcome to Villa Bayou- This ultimate vacation retreat captures the rare feeling of being blissfully cast away—where a long, winding driveway lined with swaying palms gently disconnects you from the outside world. Secluded but also in close proximity to all the island has to offer, this modern two bedroom retreat possesses a coveted location directly on Clam Bayou and includes two kayaks and a small 3 person inflatable boat so that guests can explore the fantastic nearby waterways and beaches from their very own private dock behind the home.brbrbrbrThe Space:brbrDesigned for effortless enjoyment, the property offers incredible privacy, a spacious lot approximately 360 feet in length, and mature tropical landscaping that reinforces the feeling of an instant island getaway. The backyard sparkles as the sun reflects off the Bayou waters. Inside, soaring ceilings and abundant natural light create an airy, relaxed coastal ambiance, while exceptionally refined designer finishes reflect thoughtful craftsmanship throughout. A screened porch sets the stage for sunset dining, while the back deck off the kitchen enjoys prized southwestern exposure—ideal for sunbathing, entertaining, or unwinding as the day fades. Wildlife sightings are part of everyday life, from bald eagles and ospreys overhead to endless fishing just steps from your door. Blissfully secluded yet just a short bike ride to Captiva, Villa Bayou offers everything a guest could desire in the form of a refined organic coastal retreat where architecture, nature, and island luxury exist in effortless harmony. brbrbrbrThis property offers two oversized bedrooms and two and a half bathrooms. The bedrooms are located at opposite ends of the home and each feature ensuite bathrooms and king beds. The bathrooms all feature walk in showers with the primary bathroom offering a high end double vanity for guest's enjoyment. The living room is sprawling and includes an electric fireplace and flatscreen TV. The kitchen is thoughtfully redesigned with impeccable taste and all of the accountramenss a guest could desire to prepare even the most gourmet of meals. The screened patio located off of the living room features seating for six at the outdoor dining table as well as access to the adjoining sundeck where guests can enjoy sunbathing throughout the day. At the back of the property is the private dock and included kayaks and 3 person rigid inflatable boat, which guests can use the navigate the serene waters of Clam Bayou, a renowned waterway offering access to nearby beaches and multitudes of mangrove capillaries that lead deep within the island ecosystem.brbrbrbrGuest Access:brbrGuests have access to the entire home and dock, as well as two kayaks and inflatable boatbrbrbrbrThe Neighborhood:brbrThis home is located at 5801 Sanibel Captiva RoadbrbrbrbrGetting Around:brbrWe recommend a golf cart, bikes, or rental car to get aroundbrbrbrbrOther Things to Note:brbrGuests must complete a rental agreement prior to checking in. This property does not have direct gulf access by boat, only access to Clam Bayou which allows guests to reach nearby beachesbrbrA non-refundable cancellation fee of $300 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as we are needed but provide guests space to enjoy their vacation in serenity
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$342.08

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Private Vacation Home

Down Time- Sanibel Home, private pool and beach access!

Sanibel, Florida, United States

INTRODUCING DOWN TIME- TAHITIbrbrbrbr*now offering monthly memberships to Sanibel Recreation Center*brbrbrbrHOME FEATURESbrbrThis beautiful beach house is located in the Tradewinds neighborhood and is just a short distance from the best beach on Sanibel. The house features an open floor plan with 3 bedrooms and 2 bathrooms. It has been recently updated and is move-in ready, with many upgrades including a pool, deck, cage, hardwood floors, metal roof, kitchen, and bath remodel.brbrbrbrThe indoor-outdoor living is seamless here, with sliding glass doors that lead to an expansive screened-in deck. You can enjoy the tranquility of coastal living while still having the convenience of modern amenities. If you’re looking for a relaxing vacation in a beautiful location, this is the perfect place for you!brbr 28 Night Minimum Stay.brbrbrbrWant to bring your furry friend This home is dog friendly with owner approval. Please inquire if you plan to bring your pet. Additional pet fee is required. brbr**Owner does have two security cameras. One facing the driveway and the other facing the storage locker from the deck**. brbrbrbrABOUT SANIBEL AND THE COMMUNITYbrbrThe Tradewinds Community is a small, secluded neighborhood located closer to Captiva Island. It’s located on the west side of Sanibel and the subdivision has a total of seventy-five homes. Tahiti Dr. and Jamaica Dr. run south from SanCap Road to Tradewinds Drive which runs parallel to the beach. Sanibel offers 15 miles of pristine beaches (America’s best shelling beaches), 25 miles of bike paths, 250 kinds of shells and 0 stop lights. Top Sanibel Island attractions include: J.N. DING DARLING NATIONAL WILDLIFE REFUGE, CROW-CLINIC FOR THE REHABILITATION OF WILDLIFE, the BAILEY-MATTHEWS NATIONAL SHELL MUSEUM, and SANIBEL LIGHTHOUSE & FISHING PIER.brbrbrbrHAVE QUESTIONS brbrCall the Sanibel Captiva Island Vacation Rentals Team for more information, including a list of local vendors that rent items such as bicycles, kayaks, and baby equipment.
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Exceptional(5)

$336.51

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Condo

Sundial F403 - Beach Bliss

Sanibel, Florida, United States

Summary:brbrExperience what so many travelers have found to be the most inclusive and best value resort Sanibel Island has to offer! Best of all, experience this world class resort in style at residence F403. Located in Sundial West, this residence features brand new flooring and furniture, top of the line appliances, an oversized lanai, and spacious master bedroom. Enjoy the beach with the included beach gear or absorb the cool ocean breeze from comfort of your private patio!brbrbrbrThe Space:brbrLocated in Sundial West, this residence features brand new flooring and furniture, top of the line appliances, granite countertops, an oversized lanai, and spacious master bedroom. Sleeping arrangements include a King bed in the master and a queen bed in the guest bedroom. The living room has a sleeper sofa with a upgraded queen mattress. Enjoy the beach with the included beach gear or absorb the cool ocean breeze from the patio while allowing the lapping waves to lull you into a sense of serenity only such a residence can offer.brbrbrbrIn terms of location, Sundial of Sanibel is located in an area considered to be mid-island, equidistant to all Sanibel has to offer including beaches, restaurants, attractions, and the mainland of Fort Myers for those adventurous enough to explore beyond the island. Located in the F building of Sundial West, this residence is less than a three minute walk to the beach and features direct views of the Gulf of Mexico from the rightmost portion of the patio. In terms of positioning, this residence boasts a tranquil water feature directly in front of its patio, the Gulf of Mexico to the left, and a beautiful sunset exposure at the end of each day!brbrbrbrSundial Resort offers four on site dining experiences, including Shima Sushi, Captain's Catch, Turtle Tiki Bar, and Beach Bites, you need not leave the resort grounds to find fantastic food. Additionally, bask in the ambiance of Kay Kasperson Spa, on site and ready to meet your aesthetic needs. Finally, for those seeking on site grocery offerings, look no further than Bailey Marketplace to meet your needs.brbrbrbrCity of Sanibel Dwelling License Number RDWL-011489brbrbrbrGuest Access:brbrGuests have access to the amenities of Sundial West, including a large heated pool, private beach access just minutes from your unit as well as all on-site restaurants and shops.brbrbrbrThe Neighborhood:brbrSundial of Sanibel is located on Middle Gulf Drive, perfectly situated between the East and West Ends of Sanibel Island. A quick stroll into the mainland, yet secluded enough as to maintain your privacy and atmosphere of tranquility throughout your stay.brbrbrbrGetting Around:brbrWe recommend bikes, golf cart or a rental car, although neither is absolutely necessary to fully enjoy this residence.brbrbrbrOther Things to Note:brbrGuests must sign a rental agreement and liability waiver before checking in.brbrA non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as needed, yet provide guests the space and serenity they desire while on a much needed retreat.
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Exceptional(4)

$126.38

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Private Vacation Home

Ibis Lane - Beautifully renovated home with pool near shops and restaurants

Sanibel, Florida, United States

Such a beautiful home - four bedrooms/three bathrooms plus a private office. Screened deck and pool area. Expansive heated pool, wonderfully manicured landscaping and much more. So much space and great Island location. Very close to shops and restaurants and a bike ride to the beach or rent a street legal golf cart and get around the Island in style. The primary bedroom suite features a king sized bed with en-suite bathroom including a luxurious soaking tub. The guest bedrooms each have queen sized beds and there are two additional guest bathrooms. Our home also features a private office so you can get your work done while you're at your beach home away from home. Thinking about preparing meals for your friends and family while on your luxurious vacation ... Our open kitchen has everything you'll need and more to prepare breakfast, lunch and dinner with all appliances, utensils, pots/pans and more. Our large heated pool is screened in to protect you from any of those pesky bugs along with plenty of seating around to catch some rays. We'll look forward to welcoming you to our Island Oasis soon. Our home rents for a 28 night minimum stay and during calendar months only. No pets please. brbrCity of Sanibel Dwelling License #21487brbr***Due to the aftermath of the storms Helene and Milton, the island is currently in a restoration phase. Please be aware that many amenities may not be open or readily accessible during your visit, including limited restaurant options and activities.Additionally, nearby ongoing construction may create noise and other disturbances that we have no control over.***
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