Vacation Rentals By Owner In Sanibel, FL

**While Pointe Santo has made tremendous progress since the hurricanes, please note that there is a small area of active construction by the B Building** All amenities are open and accessible!brbrWelcome to your dream coastal escape! Nestled within the highly sought-after Pointe Santo complex on Sanibel Island’s iconic West Gulf Drive, this beautifully remodeled ground-floor condo invites you to indulge in the ultimate beachfront lifestyle. This luxurious getaway offers a front-row seat to the Gulf of Mexico — with direct walk-out access to the beach just beyond your lanai.brbrInside, you'll find a spacious and tastefully updated layout featuring 2 bedrooms and 2 full bathrooms, ideal for couples, families, or small groups of up to 6 guests. The master suite features a plush king bed and an en-suite bath for your comfort and privacy. The guest bedroom is thoughtfully designed with a full bed and a twin bed, and the living area offers a sleeper sofa for additional flexibility. Modern, coastal décor and high-quality finishes throughout create a relaxing, stylish environment.brbrStart your mornings with coffee on your private lanai as you gaze out at the shimmering Gulf waters, and end your days with the soothing sound of waves just steps from your door. Whether you're lounging indoors or enjoying sunsets on the sand, this condo delivers serenity at every turn.brbrPointe Santo is known for its resort-style amenities, including 2 tennis courts, pickleball courts a whirlpool spa, BBQ grill areas, and a tropical courtyard.brbrWhether you're planning a long-awaited family vacation, a romantic retreat, or a relaxing remote-work escape, this one-of-a-kind ground-floor unit at Pointe Santo combines direct beach access, modern comfort, and unforgettable Gulf-front views to create a coastal experience like no other.brbrBook your island getaway today and be one of the first to enjoy this rejuvenated slice of paradise!brbr***Minimum 25+ Age Requirement***brbrPointe Santo is a NON-SMOKING complex. Smoking is only permitted in designated areas and not allowed on lanais or within the units.brbrSanibel Rental Dwelling License #: RDWL-004798brbrVRBO ID #4596207brVRBO 4596207

Beachfront Bliss on Sanibel – Ground Floor Condo with Direct Gulf Access

Sanibel, Florida, United States

Bed

Bath

Sleeps

$490.92

**While Pointe Santo has made tremendous progress since the hurricanes, please note that there is a small area of active construction by the B Building** All amenities are open and accessible!brbrPointe Santo B33 - Gulf View Paradise on Sanibel IslandbrYour Perfect Sanibel EscapebrWelcome to Pointe Santo B33, a beautifully appointed 2-bedroom, 2-bathroom gulf view condo that offers the ultimate Sanibel Island vacation experience. Nestled within the prestigious Pointe Santo de Sanibel resort, this comfortable retreat combines stunning water views with all the amenities you need for an unforgettable beach getaway.brbrAccommodationsbrSleeping Arrangements for Up to 6 Guests:brPrimary Bedroom: King bed with ensuite bathroom, offering a peaceful retreat after days spent exploring the islandbrGuest Bedroom: Queen bed and twin bed, perfect for families or friends traveling together, with convenient access to the second full bathroombrLiving Room: Comfortable sleeper sofa provides additional sleeping spacebrbrThe SpacebrWake up to breathtaking gulf views from your private lanai, where you can sip your morning coffee while watching dolphins play in the waves or enjoy spectacular Sanibel sunsets in the evening. The open, inviting living area provides plenty of space for the whole family to relax and reconnect.brThe fully equipped kitchen makes it easy to prepare everything from quick breakfasts to gourmet dinners, while the dining area offers the perfect spot to share meals and stories from your day's adventures.brbrResort AmenitiesbrPointe Santo de Sanibel offers exceptional resort amenities including:brDirect beach access to Sanibel's renowned shelling beachesbrHeated pool and hot tubbrTennis and pickleball courtsbrBeautifully landscaped tropical groundsbrbrLocationbrLocated on the west end of Sanibel Island, you're perfectly positioned to enjoy everything this barrier island paradise has to offer. Explore the J.N. Ding Darling National Wildlife Refuge, discover world-class shelling, bike the island's extensive trail system, or simply relax on the pristine beaches.brbrPerfect ForbrFamilies seeking a memorable beach vacationbrCouples looking for a romantic gulf-view escapebrShell collectors and nature enthusiastsbrAnyone dreaming of the quintessential Sanibel Island experiencebrbrBook your stay at Pointe Santo B33 and discover why guests return to this special condo year after year. Your Sanibel memories begin here.brbrbr***Minimum 25+ Age Requirement***

2 bedroom 2 bath gulf view condo at Pointe Santo

Sanibel, Florida, United States

Bed

Bath

Sleeps

$296.76

Come relax on beautiful Sanibel Island at Loggerhead Cay Unit 313! Our spacious and tropically decorated condo is just a 2 minute stroll to the beach and is sure to add delight to your vacation with its fun, bright colors reminding you to play and leave work behind!br brLoggerhead Cay is located at the east end of the island minutes from the causeway. Our unit can comfortably accommodate 6 guests and features Master BR with King bed and bathroom, 2nd BR with brand new queen bed and twin bed, 2nd bathroom, newly furnished great room with dining area, newly remodeled and fully equipped kitchen and spacious furnished lanai. There is also a sleeper sofa.brWe have 3 flat screen televisions with a variety of streaming services available to log into as well as high speed internet, books, games, puzzles, beach towels, beach wagon, toys, chairs and umbrella for use.br brOur property management company provides linens, sundries, laundry detergent and dish soap and is available for any unforeseen issues during your visit. This is a non-smoking complex with elevators and a large, newly built heated pool and gas grills as well as new pickle ball and tennis courts. ***Dog friendly (25lbs or less)***br brLoggerhead Cay is close to many excellent restaurants as well as grocery stores.br brWe hope that you and your family will make happy memories as you explore the islands many treasures of nature!br brDean & Brooke

Tropical vibe! Dog friendly New beds New Kitchen

Sanibel, Florida, United States

Bed

Bath

Sleeps

$160.38

Professionally remodeled post Ian with nothing left unturned. Immaculate and affordable duplex located a short walk to Sanibel beaches. 2 bedrooms (1 queen & 2 twins) / 1 bathroom with private laundry, outdoor shower and off-street parking (pricing is for one unit only). Located just a 5-minute walk from Nerita beach and less than 1 mile from the causeway make getting to the beach or on/off the island a breeze! (who wants to spend their vacation sitting in traffic on Periwinkle ) Private outdoor lanai allows a nice place to relax with ample privacy. Bike (or walk) to nearby beaches, restaurants and shops or sit on property reading a book (high speed WIFI included for those who want to read Facebook or watch Netflix). Fully furnished, including full kitchen and outdoor grill. No stairs make it easily accessible from the car. This home makes an affordable on island vacation a reality. We used to rent our home prior to Ian and had 5 star reviews from all of our guests!

On The Ground - NO STAIRS - Walk to Beach / Cose to Causeway

Sanibel, Florida, United States

Bed

Bath

Sleeps

$522.21

Stunning 3-Bedroom Gulf-Front Condo | Panoramic Views & Resort-Style AmenitiesbrWelcome to your perfect beachfront escape. This exquisite 3-bedroom, gulf-front condo offers breathtaking, unobstructed views of sugar-white sand and emerald waters from the moment you arrive. Thoughtfully and professionally designed, the condo features refined, sophisticated décor that blends coastal elegance with modern luxury—creating a space that feels both indulgent and effortlessly comfortable.brFloor-to-ceiling windows flood the living areas with natural light, framing incredible Gulf views and allowing you to enjoy spectacular sunrises and sunsets from the comfort of your private retreat. The open-concept living and dining spaces are ideal for gathering, relaxing, and entertaining, while the well-appointed kitchen provides everything you need for effortless meals at home.brEach of the three bedrooms is beautifully styled and designed for rest and relaxation, offering plush bedding and a serene atmosphere after a day on the beach.brStep outside and discover resort-style amenities that elevate your stay. Enjoy a sparkling pool, pickleball and tennis courts, and direct access to a gorgeous stretch of beach via a scenic boardwalk. Whether you're lounging by the water, taking a sunset stroll along the shore, or enjoying an active afternoon on the courts, every moment here feels special.brDelightful, elegant, and perfectly positioned on the Gulf—this exceptional condo offers a truly memorable coastal getaway.

Sandollar B203 NEW and stunning 3/2 Direct Gulf Front!

Sanibel, Florida, United States

3

Bed

Bath

Sleeps

$336.53

Seashells Unit 18-Coastal BreezebrbrWelcome to Coastal Breeze, one of the biggest rental units at Seashells! Beautifully renovated two-bedroom, two-bath vacation retreat at Seashells 18, ideally located on West Gulf Drive. One of the more spacious layouts at Seashells, everything here is new, thoughtfully redesigned to feel light, relaxed, and effortlessly coastal, the kind of place where the pace slows the moment you step inside.brbrThe living space is open and airy, filled with soft coastal tones, comfortable seating, and natural light that gives the condo an easy, welcoming feel. Sink into the sofa after a beach day, kick back with a cool drink, and let the island breeze set the tone for your evening.brbrThe kitchen is completely new and polished, with crisp white cabinetry, stainless steel appliances, and clean modern finishes. Whether you’re brewing morning coffee, preparing a casual lunch, or putting together a sunset dinner, it’s a space that feels both stylish and functional. A breakfast bar makes it easy to gather, snack, and linger. The dining area comfortably seats six guests, with additional fold-up chairs conveniently stored in the closet for flexible seating.brbrThe primary bedroom features a king bed and a calm, restful atmosphere, perfect for unwinding after sun-filled days. The guest bedroom offers two comfortable queen beds, making this home ideal for couples, friends, or a small family. Both bathrooms have been fully updated with fresh finishes and a spa-like feel.brbrLocated along West Gulf Drive, Coastal Breeze places you right where you want to be for a Sanibel getaway. Spend your days biking the island paths, collecting shells along the shoreline, or simply enjoying the laid-back rhythm that makes this stretch of Sanibel so special. Guests enjoy Seashells’ private path access located across the street to the beach, making it easy to head straight to the shoreline whenever the mood strikes.brbrCoastal Breeze is fresh, relaxed, and inviting, a newly redone island escape designed for easy days, comfortable nights, and unforgettable coastal memories.brbrSanibel Island is truly a gem for anyone looking to escape to a tranquil tropical paradise. Seashells of Sanibel Condominiums offers wonderful on-site amenities, including tennis, pickleball, and a swimming pool, giving you plenty to enjoy without ever leaving the property. The unit is very close to the community pool, making it especially convenient for sunny afternoons and quick dips.brbrOutdoor enthusiasts will love the abundant activities available, whether you're into golf, sailing, fishing, or exploring the island’s 23 miles of scenic hiking and biking trails. When you’re ready to unwind, the condo offers a comfortable place to barbecue, swim, or simply relax and soak in the island atmosphere.brbrWe want to ensure your stay is as comfortable as possible. Please note that Seashells of Sanibel does not have elevators. This is an elevated first-floor unit, accessible by stairs, so we kindly ask that you plan accordingly for luggage and mobility needs.brbrUnit/Building Information:brElevated First Floor UnitbrWasher/Dryer in UnitbrNo ElevatorbrVery Close to Community PoolbrPrivate Seashells Guest Path Beach AccessbrbrKingfisher Vacations books reservations up to 51 weeks in advance. All properties include contact-free check-in with no office stop required, and no stop lights on Sanibel either.

A Freshly Reimagined Island Retreat on West Gulf Drive

Sanibel, Florida, United States

Bed

Bath

Sleeps

$227.62

Summary:brVilla Albatross- This gorgeous ground level home located in The Dunes neighborhood of Sanibel features the best of both worlds- Easy on off island access and close proximity to the Sanibel Causeway, Beaches, Restaurants, and Shopping while also maintaining a serene and tranquil disposition far away from it all, with a gorgeous backyard oasis to boot! Featuring three bedrooms and two bathrooms, with a completely renovated floorplan as of 2023, guests will find themselves in the lap of luxury while staying with us at Villa Albatross.brbrThe Space:brThis 3/2 pool home is laid out beautifully, with an open floor plan that was redone in 2023. Featuring vaulted ceilings and flooded with light, the living room and kitchen flow together beautifully and come fully equipped and turn key so that guests can walk in and kick their sandals off to luxury and comfort. The bedrooms are laid out as follows- Master bedroom with king bed and en-suite bathroom featuring a walk in shower and single vanity. First Guest bedroom featuring a queen bed and hallway bathroom with walk in shower and single vanity. Second Guest bedroom featuring a trundle bed and a single bed. Located off of the master bedroom is a Florida room, air conditioned with a separate entrance/exit out onto the patio if guests desire to access this room without going through the master bedroom. Ideally this room would function very well as a lockout quarters for adult children or teenagers, as it features a queen sized sleeper sofa and its own entrance off the patio. Guests sleeping in the master bedroom will also find it enjoyable to use as a light filled reading nook or office during their stay. brbrThe kitchen is fully equipped with everything you would need to prepare even the most gourmet of meals and features a washer/dryer area directly between it and the garage. The patio and pool area is tranquil and features a large screened in section with sun cover that sits adjacent to the pool, which is located outside of the screened in area and feels extremely open as a result. The pool is heated. All rooms feature smart TVs and high speed Xfinity internet.brbrCity of Sanibel Dwelling License Number RDWL-010104brbrGuest Access:brGuests have access to the whole house but will not be able to park a car in the garage, as the owners keep their winter vehicle here.brbrThe Neighborhood:brThis home is located at 1478 Albatross Rd in the Dunes community of Sanibel IslandbrbrGetting Around:brWe recommend bikes or a rental carbrbrOther Things to Note:brGuests must sign a rental agreement before check in. brA 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.brbrInteraction with Guests:brWe are available as often as needed but provide guests plenty of space to enjoy their trip in solitude

Villa Albatross- Gorgeous Ground Level Pool Home in the Dunes

Sanibel, Florida, United States

3

Bed

Bath

8

Sleeps

$232.16

Your Beachfront Paradise Awaits: Snug Harbor 124 on Sanibel IslandbrbrDiscover the ultimate Gulf Coast escape at Snug Harbor 124, a spacious and stylish three-bedroom condo where breathtaking beachfront views and modern comforts await. Immerse yourself in the tranquility of Sanibel Island, known for its world-famous shelling beaches and vibrant wildlife.brbrEmbrace the Coastal Lifestyle:brDirect Gulf Front Bliss: Step onto your private screened lanai and be mesmerized by the panoramic vistas of the Gulf of Mexico. Savor your morning coffee, unwind with a glass of wine, or simply soak up the sun while listening to the gentle lapping of waves.brSpacious & Inviting: With over 1500 sq ft of living space, this condo offers plenty of room for relaxation and rejuvenation. A spacious living room, elegant dining area, and fully equipped kitchen with updated appliances invite you to unwind and create culinary delights.brbrRestful Retreats: Two inviting guest bedrooms (one with a queen bed, one with two twins) and a luxurious master suite with a king bed and en-suite bathroom provide a peaceful sanctuary for every guest.brModern Comforts: Enjoy recent updates throughout, including new flooring and appliances, ensuring a comfortable and stylish stay.brbrResort-Style Amenities:brHeated Pool: Take a refreshing dip in the heated pool or lounge poolside with a good book.brTennis Court: Stay active with a friendly match on the tennis court.brCommunity BBQ: Gather with friends and family for a delicious cookout using the gas BBQ grill.brElevator Access: Easily transport your luggage and belongings to your third-floor oasis.brbrIsland Adventures Beckon:brSteps to the Beach: Stroll directly onto the pristine sands of Sanibel Island, renowned for its world-class shelling and stunning sunsets.brbrExplore by Bike: Hop on a bike and discover the island's charm via the convenient bike paths located just outside the complex.brLighthouse Charm: Experience the iconic Sanibel Lighthouse, just moments away from your doorstep.brbrIdeal for Extended Stays:brMonthly Minimum: This condo is perfect for those seeking a longer escape, providing all the comforts of home for a truly immersive island experience.brbrBook your stay at Snug Harbor 124 today and create unforgettable memories on this idyllic Gulf Coast paradise!brbr***The elevators are currently functional; however, as they are mechanical items, we cannot guarantee they will remain operational during your stay. Please note that refunds will not be issued in the event of elevator malfunctions.***brbr**As you know, Hurricane Ian devastated many homes on Sanibel. Snug Harbor fortunately survived intact and most units only had very minor damage. The pool is working, internet and TV service is running, and the boardwalk to the beach is in perfect condition. The one area awaiting restoration is the storage unit on the ground level. Building elevator may not be operational. Unit #124 is in great shape!**brbrCity of Sanibel Dwelling License #21877

Snug Harbor 124 Gulf Front three bedroom exclusive vacation rental

Sanibel, Florida, United States

3

Bed

Bath

Sleeps

$254.31

Summary:brPalm Paradise- This awesome 3/2 island bungalow is the perfect home for your next vacation! Nicely redone with an open concept living and dining area, expansive patio, and a fantastic floorplan for families, you will instantly fall in love with Palm Paradise. Located in the downtown district of Sanibel, this home enjoys close proximity to restaurants, shopping, beaches, golfing, and all Sanibel has to offer! In terms of location, most bikers consider this to be the best area on Sanibel to stay as it is almost equidistant to all Sanibel beaches from the downtown district. You also have close access to some of the bay beaches such as Dixie and Bailey beach.brbrThe Space:brThe home itself features three bedrooms and two baths, a fully equipped kitchen, expansive patio, and parking underneath the property. It is an elevated property so also high and dry away from bugs, water, and other ground level setbacks. The bedrooms are configured as follows- Master bedroom with king bed, guest bedroom 1 with queen bed, guest bedroom 2 with queen bed. The bathrooms are configured as follows- Master bathroom features dual vanities and a walk in shower and is en-suite to the master bedroom. Guest bathroom features a single vanity and a tub/shower combo and is located between the two guest bedrooms. brbrThe living room area features huge vaulted ceilings, a fantastic new leather sectional sofa, and a large flat screen TV. The dining area is located adjacent to the living room and has service for up to six guests. The kitchen is located off of the dining room and is fully equipped to prepare even the most gourmet of meals during your trip and also features a small four top table which makes a nice place to work or get away from the group and enjoy some privacy on your computer during your trip. brbrThe patio is enormous and spans the width of the house, overlooking the nicely planted backyard which is completely private. It features fans and a screen enclosure so no bugs can get through. There are entrances to the patio from two of the bedrooms and from the living room. All of the glass in the house makes this one that gets fantastic all day natural light.brbrCity of Sanibel Dwelling License Number RDWL-010547brbrGuest Access:brGuests have access to the entire home, backyard, and under home parking areabrbrThe Neighborhood:brLocated at 905 Palm St in downtown SanibelbrbrGetting Around:brWe recommend bikes or a rental carbrbrOther Things to Note:brGuests must complete a rental agreement prior to staying with usbrA 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.brbrInteraction with Guests:brWe are available as often as needed but provide guests privacy during their stay

Palm Paradise- Charming Island Bungalow in Downtown Sanibel

Sanibel, Florida, United States

Bed

Bath

Sleeps

$298.12

Don’t miss Lighthouse Lookout this beautiful 3 bedroom, 2.5 bathroom near-beach piling home on the desirable east end of Sanibel. Featuring cathedral ceilings and a large second story loft area, updated kitchen and baths, and lots of great outdoor space, this wonderful island home has a great open floor plan and is perfect for a vacation home or vacation rental. The loft area is currently set up as a 4th bedroom but can be a 2nd living area, den, office, playroom, etc. A large screened deck overlooking the caged pool and spa offers a lovely outdoor space, while an open deck off the master bedroom is a quiet and peaceful retreat.brbrHome amenities include: 3 bedrooms/2.5 bathrooms -- 1 King bed, 4 Queen beds, (sleeps 8). Smart TV's (streaming only), WIFI available, heated pool, large enclosed lanai, washer & dryer, fully equipped kitchen, BBQ gas grill, covered parking. Pets allowed (1 Small dog only, up to 25 lbs.). Bed linens and bath towels included. Beach chairs, beach towels, 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. brbrPlease note: ALL of our Single Family Homes require a 28 day minimum rental period per the City of Sanibel. This unit is non-smoking with a maximum occupancy of 8 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-010136

Lighthouse Lookout: Great Island Retreat w/ Pool!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$290.7

This bright and airy unit is located on the fourth floor and just steps away to the beach and pool. It is a 1 bedroom/1 bathroom vacation rental condo and offers beautiful views of the Gulf of Mexico from the private screened lanai. You will enjoy this newly updated condo which features a full kitchen with granite countertops, dining room and living area with a flat panel TV, DVD player and a queen size sleeper sofa. The master suite has privacy from the living area with French doors and has a king sized bed with views of the gulf from the lanai. Sit back on your screened porch and enjoy a morning cup of coffee while watching the dolphins and pelicans! Pay laundry room available in the building.brPlease note: This is a privately owned condo and guest won't have to pay a resort fee. While you won't get resort amenity access, you will have access to the following:br*Beachbr*Community pool by your buildingbr*BBQ grillsbr*Tennis & pickleball available a la carte including court time, lessons, round robins and clinicsbr*Free WiFi in rental propertybr*Free parkingbr*Resort restaurants: Shima Japanese Steak House, Shima Grab N Go Sushi, Sea Breeze Cafe, Turtles Pool and Beach Bar and Slice of Paradise Pizzabr*Sundial Marketplacebr*Kay Casperson Spa & Boutique additional fee brbrImportant Note: The elevators are currently functional; however, as they are mechanical items, we cannot guarantee they will remain operational during your stay. Please note that refunds will not be issued in the event of elevator malfunctions.brbrCity of Sanibel Dwelling License #20796brbr***construction still somewhat prevalent throughout. Resort amenity access may be available, please inquire directly with resort for options. Resort restaurants are open to public***

Sundial C408 Beach Resort Vacation Condo

Sanibel, Florida, United States

Bed

Bath

Sleeps

$357.97

Welcome to Loggerhead Cay 583, a 2 bedroom, 2 bathroom 3rd floor condo located in one of Sanibel’s largest condo communities, with 168 total units This condo allows for up to 4 adult guests and is a short walk to the beautiful shell-strewn beach and the heated pool. brbrThis condo has been completely updated from the studs out! With beautiful hues of periwinkle and sandy beige, you'll find this condo to be the ideal serene oasis for your vacation.brbrThe fully stocked, open and airy kitchen will be the perfect setting to prepare your favorite meals to enjoy at the new dining table. After a long day of swimming, sunning and shelling, you will be happy to relax on one of the new living room sofas and watch TV. At the end of the day it will be a pleasure to relax on your king size bed (new mattress with a 3-inch cooling topper) in the master bedroom and watch your favorite movie. The master also has an en-suite bathroom. The coastal themed guest bedroom has 2 full beds with new mattresses, TV and private bathroom.brbrThe screened in lanai has beautiful wicker furniture that is perfect for relaxing with your morning coffee and taking in the warm Gulf breezes. As an added convenience, guests have access to a beach cart, 4 beach chairs (a mix of tall and low chairs), beach umbrella, small cooler, 2 pickleball and 2 tennis racquets and some beach toys, which are all located in the private storage locker just down the hall. In the TV cabinet drawers there are cards and board games. There is a a small lending library in the dining room hutch along with placemats. The washer and dryer are conveniently located in the hall closet as you enter the condo. Beach towels are also available for use.brbrLoggerhead Cay is located on the East end of Sanibel Island, 5 minutes from the Causeway. Sanibel has 2 superior golf courses and a growing number of wonderful shops and restaurants on Periwinkle Way. It is a short drive to the Sanibel Athletic Center, library, Ding Darling Wildlife Refuge, Sunday farmers market and many other amenities.brbrLoggerhead Cay complex amenities include: a heated pool, gas grills, pickleball/tennis courts, shell washing station, shuffleboard and direct gulf access. Brand new e-bike charging station in the back parking lot.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**brSanibel Dwelling License #RDWL-008572

Loggerhead Cay 583, Partial Angled View, Beautifully Updated!

Sanibel, Florida, United States

Bed

Bath

4

Sleeps

$865.95

**While Pointe Santo has made tremendous progress since the hurricanes, please note that there is a small area of active construction by the B Building** All amenities are open and accessible!brbrEscape to Paradise on Sanibel Island — Private Rooftop Sundeck, Sweeping Gulf Views & Coastal ElegancebrbrWelcome to your ultimate beach retreat at Pointe Santo de Sanibel! This fourth-floor corner unit offers 2,100 square feet of beautifully appointed living space, making it the perfect setting for your next island getaway. This incredible unit offers a private oasis that brings you the best of Gulf-front living.brbrStep inside and immerse yourself in relaxed coastal luxury. This light-filled, west-facing corner unit delivers stunning, unobstructed views of the Gulf of Mexico from nearly every room. Watch the sun melt into the horizon each evening from your lanai — or from the exclusive rooftop sundeck, a rare and coveted feature perfect for sunbathing, stargazing, or simply sipping your morning coffee with an ocean breeze.brbrInside, the condo boasts 3 bedrooms and 2 bathrooms, comfortably sleeping up to 6 guests. The master suite features a plush king bed, the first guest bedroom includes a cozy queen, and the second guest bedroom has two twin beds — ideal for families or groups of friends. Coastal-inspired décor and tasteful furnishings throughout the home create an inviting atmosphere, blending beachside charm with modern comfort.brbrLocated within the sought-after Pointe Santo complex on West Gulf Drive, guests typically enjoy amenities such as tennis and pickleball courts, a hot tub, grill areas, and a beautifully landscaped courtyard.brbrThis premier condo offers an unforgettable island experience, with private beach access, luxurious accommodations, and a location that places you close to Sanibel’s shopping, dining, and bike paths.brbrThis is a NON-SMOKING complex. Smoking is not permitted on lanais or within units; designated smoking areas are provided.brbrDon’t miss this opportunity to stay in one of Sanibel’s most desirable Gulf-front locations — complete with your very own rooftop perch overlooking paradise. Book now to secure your stay at Pointe Santo Unit A47!brbr***Minimum 25+ Age Requirement***brbrVRBO#4594580brSanibel Rental Dwelling License #: RDWL-004018

Gulf-Front Escape with Private Rooftop Sundeck & Sweeping Sunset Views

Sanibel, Florida, United States

Bed

Bath

Sleeps

$356.47

Sanibel Shores C1 – Sanibel Island Cottage RetreatbrbrEscape to Sanibel Island and enjoy a relaxing stay in this updated 2-bedroom, 1-bath ground-level cottage located in the quiet Sanibel Shores community. Just off Donax Street, the home is a short, scenic walk to Sanibel’s famous shelling beaches, offering an ideal coastal getaway.brbrThe Spacebrbr*Beautifully updated 2-bedroom, 1-bath cottage in a peaceful 8-unit complexbr*Ground-level layout for easy accessbr*Bright, beach-inspired interior with modern finishes throughoutbr*Open-concept living, dining, and kitchen area designed for comfort and relaxationbrbrSleeping Arrangementsbrbr*Primary bedroom: King bedbr*Second bedroom: Double bed and Twin bedbrbrBathroombrbr*Updated bathroom with walk-in showerbrbrKitchen & Livingbrbr*Fully equipped kitchen with modern appliancesbr*Comfortable living and dining areasbr*Large screen TV in the living roombr*Ideal setup for both short and extended staysbrbrAdditional Amenitiesbrbr*Full-size washer and dryerbr*Beach chairs, umbrella, and beach towels providedbrbrOutdoor Livingbrbr*Private screened patio with outdoor dining areabr*Perfect for morning coffee or evening relaxationbr*Steps from the community heated poolbrbrCommunitybrbr*Quiet, low-density complex with only 8 unitsbr*Heated community pool for guest usebrbrLocationbrbr*Short walk to Sanibel Island beachesbr*Ideal for shelling, dolphin spotting, biking, and beach daysbr*Peaceful setting with convenient access to island attractionsbrbrPerfect Forbrbr*Couples, small families, or peaceful island getawaysbr*Guests looking for a relaxed, beachside retreat with home comfortsbrbrBook your stay and enjoy a comfortable and memorable escape on Sanibel Island.brbr***Minimum 25+ Age Requirement***brbrSanibel Rental Dwelling License #RDWL-010743brVRBO ID #4594578brVRBO 4594578

Cottage

Island Charm Meets Modern Comfort — Walk to Sanibel’s Beautiful Beaches!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$340.53

Sanibel Shores B2brbrWelcome to your Sanibel Island retreat, located in the quiet and highly desirable Sanibel Shores community. This ground-level 2-bedroom, 1-bath cottage offers comfort, privacy, and an unbeatable island location just off Donax Street, within a small boutique complex of only eight units. The beach is just a short walk away.brbr*Ground-level 2-bedroom, 1-bath cottage in a peaceful, low-density communitybr*Walking distance to Sanibel Island’s white-sand beaches and Gulf watersbr*Recently remodeled with coastal-inspired décor and abundant natural lightbr*Open-concept living area with comfortable seating and flat-screen TVbr**Ideal space for relaxing after a day at the beach or exploring the islandbr*Fully updated kitchen with granite countertops and stainless steel appliancesbr*Equipped with cookware and essentials for home dining and beach picnicsbr*Dining area suitable for shared meals and casual gatheringsbr*Primary bedroom with King bed and private en-suite bathroombr*Second bedroom accessed via spiral staircase with Queen bed and twin trundle in loft areabr*In-unit washer and dryer for added convenience during longer staysbr*Private outdoor patio surrounded by tropical landscapingbr*Heated community pool just steps away from the unitbr*Quiet setting ideal for morning coffee or evening relaxationbr*Close to Sanibel’s shelling beaches, sunsets, and nature preservesbr*Easy access to local shops, restaurants, bike paths, and island attractionsbr*Great location for walking, biking, and exploring the island at a relaxed pacebr*Pet friendly: up to 2 dogs, 20 lbs or less (fee applies)brbrA relaxing island escape designed for comfort and simplicity, Sanibel Shores B2 offers the perfect base to experience the natural beauty and charm of Sanibel Island.brbr***Minimum 25+ Age Requirement***brbrVRBO ID #4594577brVRBO 4594577

Cottage

Charming Coastal Retreat at Sanibel Shores-Walk to the Beach PET FRIENDLY

Sanibel, Florida, United States

Bed

Bath

Sleeps

$1355.11

pClose to a marina, this smoke-free condo brings it all within reach. Sanibel Island Southern Beach is just steps away while Periwinkle Way is an easy 15-minute walk away. /ppYou can make the most of the outdoors with the pool and BBQ grill at this condo. As for the great indoors, you can come inside and enjoy the free WiFi and TV. /ppAs you settle into this 5-bedroom, 4-bathroom rental, you'll find a dining area and air conditioning. Bathroom amenities include a hair dryer, towels, and soap. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a coffee maker, an electric kettle, and an ice maker. And thanks to the washer and dryer, you'll even be able to travel light. /p

Spacious 5-Bedroom Beachfront Condo with Stunning Gulf Views – Shorewood

Sanibel, Florida, United States

Bed

Bath

Sleeps

$422.66

Welcome to paradise your at Sanddollar B204!brbrWith just 36 units, Sanddollar is a small, family-friendly property off Middle Gulf Drive. Each condo offers stunning, direct views of the Gulf. With all new furnishings and coastal inspired decor, you and your guests will step into vacation mode the moment you enter the front door. You will be greeted by breathtaking views of turquoise water and a pristine white sandy beach. Take in the views from your open concept living room/dining room/kitchen or step out on to your private, screened-in lanai. With space for dining or lounging, it's the perfect spot to enjoy your morning coffee while watching the shore birds on the beach or to linger over an evening cocktail before heading out to one of the many wonderful island restaurants.brbrUnit B204, is a spacious 1300 sq ft 2-bedroom, 2-bathroom Gulf-front, corner unit that comfortably accommodates up to 6 guests. The primary suite features an en-suite bathroom with double sinks, large walk-in shower and spacious walk-in closet. There is also a small balcony that is accessible from the primary suite with views of the pool and tennis courts. The second bedroom offers 2 twin beds, perfect for family or visiting friends. A completely remodeled bathroom is just outside the guest bedroom for easy access.brbrPrepare gourmet meals in the beautiful, brand-new kitchen, boasting quartz counters, stainless steel appliances and custom cabinetry. The “chef” will find everything they could need, and more, in this well-stocked kitchen.brbrBeach equipment is stored in your private storage locker on the ground floor. Keyless access to enter both the unit and beach storage means never being locked out or having to carry a key. Beach towels are provided for your stay. brbrAdditional amenities at unit B204: 2 Smart TVs, high speed Wi-Fi, in-unit washer/dryer, heated pool, tennis/pickleball courts & community shared gas grills.brbrLocated just minutes from Periwinkle Way with restaurants & shops, your piece of paradise has everything you need to make wonderful memories of 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**Guaranteed parking for 1 car only. Please reach out to Sanibel Holiday if you have a 2nd vehicle so we can help with parking**br**Sleeper Sofa sheets available upon request only**brSanibel Dwelling License # RDWL-002884

Sanddollar B204, 2 Bedroom Gulf Front Corner Unit Condo with Beach Equipment

Sanibel, Florida, United States

Bed

Bath

Sleeps

$287.83

On the West End of Sanibel, you will find the well-kept secret of Sand Pointe with only 45 units and quiet beaches. ***PLEASE NOTE: POOL IS CURRENTLY NOT OPERATIONAL and has an estimated completion date of AUGUST 2026. Exterior landscaping projects are on going. These timelines are projections and are not guaranteed.****brbrLocated on the desirable West Gulf Drive, Sand Pointe is a favorite among visitors. Unit 231 is a top floor, end-unit providing an abundance of sun light and stunning views of the Gulf of Mexico over the lagoon and pool. Following Hurricane Ian, the condo was taken down to the studs and built back with all new flooring and paint throughout, brand new AC unit, a modern kitchen with all new appliances and everything you need to make all your meals in-house, and beautifully updated bathrooms. To complete the look, you will enjoy all new, upscale furniture, area rugs and décor with a chic coastal vibe in blues and neutral tones. This spacious 2-bedroom, 2-bathroom condo can comfortably accommodate up to 6 guests.brbrYour primary suite looks out over the Gulf of Mexico with all new bedding & king-sized mattress, and a smart TV. For guests needing to work while on vacation, the owners have thoughtfully provided a desk in this quiet space. The luxurious ensuite bathroom offers a large, porcelain tiled, walk-in shower, spacious countertop, and extended cabinetry. In the second bedroom, your guests will find 2 twin beds with new bedding & mattresses, and a smart TV. The newly updated guest bathroom with a combo tub/shower is just steps away from the guest room. For additional guests there are 2 twin size air mattresses available in the unit. brbrAfter a long day at the beach hunting for the perfect shell or exploring Ding Darling to catch a glimpse of the island’s native wildlife, you can look forward to watching the game on a large smart TV in the living room or enjoying some family time playing a game around the dining table. More memories can be made on your private lanai which overlooks the heated pool, lagoon, and Gulf of Mexico. The lanai runs the full length of the unit with an area for dining and 2 comfortable loungers -the perfect spot to enjoy your morning coffee or an evening cocktail. The unit is stocked with beach towels, beach chairs, umbrella & cooler– everything you and your family needs for those long-awaited days on the beach!brbrAdditional amenities include community heated pool (currently not operational), elevator and covered parking. The beach is easily accessible by a sandy path. 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**Please note this a smoke/vape free complex. This includes interiors of units, lanais, pool area, common grounds, and walkways. **br** Pets are not allowed. ** br**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.**brSanibel Dwelling License # RDWL-011704

Sand Pointe #231,Top floor unit with Gulf Views POOL NOT OPERATIONAL

Sanibel, Florida, United States

Bed

Bath

Sleeps

$322.25

Summary:brbrExperience sublime island living in this unique near beach condo on the pristine shores of Sanibel Island. Located within one of the most highly sought after communities on Sanibel Island and packed with great amenities, Loggerhead Cay 363 features a sun drenched open-concept floor plan, fully equipped chef's kitchen, and a stunning view of the beautiful grounds and beach beyond them. With resort grade amenities including tennis, Olympic sized swimming pool, shuffleboard, community grills, and a fantastic location with easy on/off island access, Loggerhead Cay 363 is an excellent choice for your next vacation!brbrbrbrThe Space:brbrFeaturing two spacious bedrooms, two upgraded bathrooms, an expansive lanai with ample seating space for up to six, and a renovated full kitchen this residence is sure to please even the most discerning of guests. Additionally, guests of Loggerhead 363 find that this particular residence is very well suited for families with children, accommodating them especially well with the two twin beds in the guest bedroom and the queen sleeper sofa in the living room. The unit is incredibly bright and spacious and comfortably sleeps up to six people. The primary bathroom offers a king size bed and en-suite private bathroom with a single vanity and shower/tub combo. The second bedroom offers two twin beds with a bathroom located in the hallway outside the bedroom with a single vanity and walk in shower. The main living area offers a pull-out Queen sleeper sofa. Each bedroom has TV, and the main living area has a large smart TV. The kitchen is fully equipped with everything that you would need for making full meals during your stay. Other offerings include high-speed wireless internet, beach equipment for your use including chairs and beach umbrella, and in unit washer and dryer. brbrbrbrLoggerhead 363 is located in the middle of the 3 building on the 3rd floor, directly overlooking the beautifully manicured grounds and beach beyond it. Guests will find that this location is more private and less crowded than the adjacent buildings, as there is far less foot traffic coming to and from the beach in the direct proximity of the building. It also happens to be located adjacent to the tennis courts, providing guests easy on off access to the courts.brbrbrbrGuest Access:brbrGuests have access to the entire Loggerhead complex and all amenities, as well as the Loggerhead 363 unit itself.brbrbrbrThe Neighborhood:brbrLoggerhead Cay is located on the highly desirable East End of Sanibel Island, adjacent to beaches, shopping, and restaurants but most importantly providing guests with easy on/off access to the causeway via Lindgren Blvd., just a few hundred feet from the entrance to the Loggerhead Cay association.brbrbrbrGetting Around:brbrWe recommend rental bikes or car for getting around the island, as most restaurants, shopping, and activities are located more than one mile away from Loggerhead Cay.brbrbrbrOther Things to Note:brbrWe are available as often as needed but provide guests the space they desire in order to afford them a relaxing and tranquil vacation.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.brbrE-Bikes are not allowed on property.brbrbrbrInteraction with Guests:brbrWe are available as often as needed but provide guests the space they desire in order to afford them a relaxing and tranquil vacation.

Loggerhead 363- Gorgeous Oceanfront Residence

Sanibel, Florida, United States

Bed

Bath