Vacation Condo Rentals By Owner In Sanibel, FL

Book and stay a minimum of 7 nights between May 1st and September 30th to enjoy a $200 Visa gift cardbrbrThe time is now to book your ultimate vacation at Pelicans Roost on Sanibel Island. This small complex has undergone a complete remodel with stunning finishes. Walk into the bright and spacious two-bedroom two-bathroom condo and immediately notice the stunning views of the Gulf of Mexico. The open kitchen with solid surface countertops, stainless steel appliances, and a breakfast bar. Luxury vinyl plank floor flows throughout this entire condo. Sliding glass doors open to the waterfront lanai where you can enjoy the views, breeze, and sounds of the Gulf of Mexico. The spacious guest room is perfect for family or friends. All new guest bathroom with shower/tub combination. The large primary has stunning views of the Gulf and an attached all-new bathroom with dual sinks and shower/tub combination.brAll new furnishings throughout the entire stunning condo! brbrFall asleep in the primary bedroom with the comfortable king bed while enjoying the sounds and views of the Gulf. Your guests will be very comfortable in the guest bedroom featuring two full beds, flat screen television, and ample storage. Additional sleeping option with sleeper sofa.brSpend your days shelling and sunning at the beach, swimming in the heated pool. Find rare seashells on the beach outside your door. Rent bicycles and explore the island along its 25 miles of safe bike paths, one of which runs right by Pelicans Roost. Don’t miss the birds and alligators at “Ding” Darling Wildlife Refuge, the treasures on display at the Bailey Shell Museum, golf on nearby public courses, shopping in cute boutiques, or dining out on fresh seafood and family-friendly favorites.brbrPelicans Roost is a charming, intimate complex with just 21 units, perfectly situated right on the beach. Surrounded on three sides by lush palms and tropical vegetation, it opens to a breathtaking stretch of sparkling white sand and the stunning Gulf of Mexico. You’ll love the convenient location close to shopping, restaurants, bike paths, and laid-back tiki bars.brbrAmenities include a large heated pool, tennis courts, elevator access, and two spacious community gas grills—perfect for relaxing after a day in the sun.brbrThis is the ideal setting for a Sanibel Island getaway, offering oceanfront views, a pristine white sand beach, paved parking, in-unit laundry, a large screen TV with Wi-Fi and cable, and air conditioning for your comfort.brbrBoth bedrooms have Avocado green mattresses, which is the consumer report's number one mattress- all organic. 43-inch wall-mounted Samsung smart TVs in each bedroom. The living room has a genuine leather swivel rocker recliner queen sleeper sofa and a 55-inch Samsung smart TV. The kitchen has a Cuisinart griddle, an 8-quart programable crockpot, Keurig, and regular coffee makers with all new appliances. Board games, Tennis, and Pickleball rackets and balls are included. The bathroom has comfortable height, toilets, double sinks, and handheld showersbrbrKingfisher Vacations will only book reservations 51 weeks in advance.brAll our properties have contact-free check-in, no need to stop at the office (or a stop light none of those here)!brbr005370

Direct Gulf Views from Pelicans Roost 304 – Steps to the Beach

Sanibel, Florida, United States

Bed

Bath

Sleeps

$451.14

**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 our newly refreshed vacation condo at the prestigious Pointe Santo resort on beautiful Sanibel Island. This thoughtfully updated 2-bedroom, 2-bathroom retreat offers the perfect balance of comfort, convenience, and coastal charm.brbrAccommodationsbr- Master bedroom with plush king bed, en-suite bathroom, with private access to lanaibr- Second bedroom with two queen beds, perfect for children or additional guestsbr- Two full bathrooms with modern fixtures and ample storagebr- Spacious living area with comfortable seating and spectacular viewsbr- Fully equipped kitchen with new appliances and everything needed for memorable mealsbr- Dining area that comfortably seats sixbrbrRecent UpdatesbrOur condo has been completely refreshed with:br- New coastal-inspired décor and furnishingsbr- Updated kitchen with granite countertopsbr- Fresh paint throughout in soothing beachside colorsbr- High-quality linens and beddingbr- Smart TV and high-speed WiFibrbrResort AmenitiesbrPointe Santo offers exceptional amenities including:br- Pristine private beach accessbr- Heated swimming pool overlooking the Gulfbr- Hot tub br- Tennis and pickleball courtsbr- Lush tropical landscapingbrbrLocationbrPerfectly situated for enjoying all that Sanibel has to offer, with easy access to:br- World-famous shelling beachesbr- The Sanibel Lighthousebr- J.N. Ding Darling National Wildlife Refugebr- Top-rated island restaurantsbr- Boutique shoppingbr- Outdoor adventures including kayaking, paddle boarding, and bikingbrbrBook your stay at our newly refreshed Pointe Santo condo and experience the best of Sanibel Island living!brbr***Minimum 25+ Age Requirement***brbrSanibel Rental Dwelling License#: LCB20261850brbrVRBO ID #4531991brVRBO 4531991

2 Bedroom, 2 Bath Condo With Great View of the Beach!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$356.43

Sanibel Siesta on the Beach, Unit 305. Just footsteps from one of the world's premiere shelling beaches; this beautiful vacation condo has a fun view of our crystal-clear pool from our private screened lanai. Recently remodeled, this condo is tastefully decorated in tropical decor. Sleeping arrangements, for up to six people, include a new plush pillow top king mattress, two comfy twin beds and a queen sleeper sofa. Recent upgrades include a new 50 inch Panasonic plasma HDTV in the living room and 32 inch HDTV flat screens in both bedrooms. All TVs are connected to HD satellite boxes with DVD players. Complimentary wireless internet access. The kitchen appliances as well as all small appliances are recently updated. The kitchen is generously stocked with new cookware; anyone will be pleased with the kitchen setup. Our resort grounds provide a sparkling heated pool, tennis courts, shuffleboard, gas barbecue grills and direct beach access to our sugar white beaches. On-site bike rentals are also available should you wish to explore the island's paved bike trails. Golfers have the choice of two island golf courses, one only a few hundred feet away. Fishing opportunities abound. You will enjoy your private garage containing beach chairs and beach umbrella. Beach towels are available for rent or purchase from our on-site office. Laundry facilities are available and the elevator is just steps away. Relax and enjoy the beauty and serenity of Sanibel Island. brWhether your vacation plans are relaxation, or exploration and adventure, this is the place! Sanibel Island has something for everyone. Bring your family or friends; fun is a guarantee! We welcome you to our personal best getaway. Reservation pricing is based on a party of 4. A $30 daily fee will apply for any 5th or 6th person, a 1-time extra linen charge of $35.00 will apply. Max occupancy is 6 including children and infants. NO PETS. #20-00021929

Charming Pool View

Sanibel, Florida, United States

Bed

Bath

Sleeps

$512.19

**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 D36 – Your Sanibel Island ParadisebrbrEscape to Pointe Santo D36, where Gulf view luxury meets family-friendly comfort on beautiful Sanibel Island. This beautifully decorated, two-bedroom condo offers everything you need for an unforgettable beach vacation.brbrAccommodations:brWake up to stunning Gulf views in the king primary suite with a private bathroom, while the second bedroom features two full beds and an adjacent bathroom – perfect for families or two couples traveling together. Sleeper Sofa in the living room.brbrModern Amenities:brApple TV and flat-screen TVs with surround sound brFully equipped kitchen with stainless steel appliancesbrBoth drip and Keurig coffee makersbrIn-unit washer and dryer for conveniencebrbrBeach Ready:brNo need to pack bulky beach gear! We provide beach towels, chairs, and sand toys so you can head straight to the sand. Family games are also included for evening entertainment.brbrYour Private Oasis:brUnwind on the spacious lanai with comfortable furniture and seating for the whole family. Sip your morning coffee or evening cocktail while watching breathtaking Gulf sunsets and observing herons, ibis, and other wildlife visiting the tranquil lagoon below.brbrWhether you're planning a romantic couples' retreat or a multi-generational family getaway, Pointe Santo D36 delivers the perfect blend of relaxation and recreation. Book your Sanibel escape today!brbr***Minimum 25+ Age Requirement***brbrPlease Note: Pointe Santo is a NON-SMOKING community. Smoking is permitted only in designated outdoor areas. Smoking is strictly prohibited on lanais and within the units to maintain a clean, fresh, and healthy environment for all guests.brbrSanibel Rental Dwelling License #LCB20261424

2 Bedroom, 2 Bath Coast Elegance at Pointe Santo!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$336.09

G204 is an ENHANCED unit within the Blind Pass Rental Program and features recent updates to furnishings and/or amenities and major appliances that fall within hospitality standards for life expectancy.brbrBlind Pass Condos at Bowman's Beach G204: This condo is a beautifully renovated second-floor unit in the G building, which is closest to the beach, with a large lanai and open tropical landscape views, a new open kitchen, new luxury vinyl plank flooring throughout the condo, and a separate modern laundry room off the main hallway. Central AC and ceiling fans in all rooms. For recreation and entertainment, G204 offers in-unit beach equipment and beach toys, and Smart TVs for satellite and internet streaming apps in the living room and all three bedrooms. Free WIFI provided in the unit. This condo will be your private Sanibel Island oasis located on the quiet west-end of the Island. Come to enjoy the natural beauty of the Blind Pass Condo grounds and surrounding nature preserve, exclusive beach access via the Blind Pass foot bridge onto Bowman's beach, the large free-form pool, tennis and pickleball courts, and kayaks.brbrBedroom Configurations - 6 maximumbrPrimary bedroom: 1 king bedbrGuest bedroom: 1 king bedbrGuest bedroom: 2 twin bedsbrbrBedrooms and Bathrooms: The spacious 3-bedroom and 2 full bath floor plan sleeps up to 6 with two master bedrooms with King beds and one smaller bedroom with two Twin beds. The first master bedroom with King bed has a private bath with a walk-in shower and built-in vanity. The second master bedroom with king bed has a private dressing room with direct access to a full bath. The third bedroom with two twin beds has a large closet and is located directly across the hall from the second full bath.brbrKitchen: G204 has a new, large open-concept kitchen with a central island and high-end appliances. brbrDining and Living Room: The dining table comfortably seats six. The living room and lanai offer plenty of seating to relax.brbrIN ALL UNITS reserved through on-site Blind Pass Rental Department:brbr*Wireless internet br*Satellite TV in Living Room and Bedrooms br*Fully-equipped kitchen: Refrigerator, range, microwave, dishwasher, coffeemaker, toaster, blender, tableware/drinkware/cookware br*Washer/Dryer br*Iron/Ironing Board br*Blow Dryers br*Sheets/bed linens, bath towels, beach towels br*Beach chairs, umbrella, cooler, and beach cart brbrStarter Kit Supplies included: br4 rolls toilet paper, 2 boxes tissues, 1 roll paper towels, 2 packets laundry soap, 2 packets dishwasher detergent, 1 small bottle liquid dish soap, 1 scrub sponge, 4 bars bath soap and 5 trash bags. *Guests will need to purchase any further supplies needed at a local grocery.

Blind Pass Condos at Bowman's Beach G204 on beautiful Sanibel Island

Sanibel, Florida, United States

Bed

Bath

Sleeps

$615.42

**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!brbrLocated in the E building and closest building to the Gulf, this delightful 2-bedroom, 2-bathroom unit also features Gulf views, a cozy den, offering ample space for relaxation. Beautiful views from the lanai, where you can unwind and soak in the beauty of your surroundings. Inside, you'll find a primary bedroom with a luxurious king bed, while the guest room boasts both a twin and a Queen bed, ensuring a comfortable stay for your Sanibel Island vacation. brbrPointe Santo offers an impressive array of amenities:brbrSwimming pool with spacious sundeckbrTennis and pickleball courtsbrBBQ grilling stationsbrWhirlpool SpabrbrThe location is ideally situated on West Gulf Drive:brDirect beach access without crossing any roadsbrShort drive to a plethora of unique island restaurants and shopsbrMinutes from the J.N. Ding Darling Wildlife Refuge, CROW, Big Arts, Sanibel Historical Museum, and Bailey-Matthew Shell MuseumbrClose proximity to golf and Sanibel Rec CenterbrEasy access to biking and walking pathsbrbr***Minimum 25+ Age Requirement***brbrPlease Note: Pointe Santo is a NON-SMOKING community. Smoking is permitted only in designated outdoor areas. Smoking is strictly prohibited on lanais and within the units to maintain a clean, fresh, and healthy environment for all guests.brbrSanibel Rental Dwelling License #RDWL-004999brbrVRBO ID #4530718brVRBO 4530718

2 Bedroom Condo With Spectacular Gulf Views

Sanibel, Florida, United States

Bed

Bath

Sleeps

$421.19

Loggerhead Cay 234: Your Gulf-View Sanctuary on Sanibel IslandbrbrEscape to ParadisebrWelcome to your top-floor oasis at Loggerhead Cay 234, where stunning Gulf of Mexico views meet contemporary luxury. This recently remodeled unit offers the perfect blend of comfort and sophistication for your unforgettable Sanibel Island getaway.brbrStylish AccommodationsbrRelax in spacious comfort with our thoughtfully designed sleeping arrangements:brMaster retreat featuring a plush king bed and private bathbrVersatile guest room with both a queen and twin bedbrConvenient queen sleeper sofa in the living areabrComfortably sleeps up to 6 guestsbrbrResort-Style AmenitiesbrYour vacation experience extends beyond our beautiful condo:brbrExpansive courtyard with tropical landscapingbrCommunity swimming pool for refreshing dipsbrTennis, pickleball and shuffleboard courts for friendly competitionbrCommunity grills perfect for sunset BBQsbrDirect beach access to Sanibel's famous shell-strewn shoresbrbrThe Perfect LocationbrSituated in the highly desirable Loggerhead Cay community, you're just steps from:brbrPristine white sand beachesbrWorld-class shelling opportunitiesbrScenic biking and walking pathsbrA short drive to island restaurants, shops, and attractionsbrbrGuest ConveniencesbrPet-friendly accommodations for your furry family membersbrFully equipped kitchen with modern appliancesbrWasher and dryer in unitbrHigh-speed WiFi and cable TVbrAll linens and beach towels providedbrBeach chairs, umbrellas, and toys available for usebrbrBook your stay at our slice of paradise today and create lasting memories on beautiful Sanibel Island!brbr***Minimum 25+ Age Requirement***brbr“ELECTRIC VEHICLE (EV) POLICY Charging of any vehicles on Loggerhead Cay property is strictly prohibited, except for E-bikes in the designated E-bike charging area only. At no time ever may EVs be plugged into any electrical outlets on the Loggerhead property, including but not limited to common area outlets, exterior building outlets, unit outlets, etc.br br“E-Bikes on Loggerhead Cay Property E-BIKE CHARGING & PARKING AT YOUR OWN RISK. The Association and Management are not responsible for theft or damage, including issues from improper charging. E-bikes may only be stored outdoors on bike racks. Storage inside the building, in lanais, walkways, or any non-designated areas is prohibited.”brbrSanibel Rental Dwelling License #RDWL-005126brbrVRBO ID #4530717brVRBO 4530717

Perfect Beach Vacation -Sanibel Island's Loggerhead Cay 234

Sanibel, Florida, United States

Bed

Bath

Sleeps

$439.78

pClose to sailing, scuba diving, and more, this smoke-free condo brings it all within reach. There's convenient onsite parking, so you can leave your vehicle behind and let your feet make short work of the 6-minute walk to Sanibel Island Southern Beach or the 9-minute walk to J. N. Ding Darling National Wildlife Refuge. /ppAfter you return, you can unwind at the beach, chill by the communal pool, or sip a drink on the deck or patio; you may also like the BBQ grill. For a change of scenery, come inside and enjoy the WiFi, cable/satellite TV, and DVD player. /ppA living room and air conditioning are featured at this 2-bedroom, 2-bathroom rental. Bathroom amenities include a hair dryer, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And because there's a washer and dryer, you can go a bit lighter on your packing. /p

Gulf Breezes & Gorgeous Views -Stylish Beachfront Condo at Pointe Santo B36

Sanibel, Florida, United States

Bed

Bath

6

Sleeps

$335.19

INTRODUCING SEASHELLS OF SANIBEL #22brbrbrbrSEASHELLS #22, just a short walk to the beautiful Gulf of Mexico, is a two-bedroom and two-bath unit that is the perfect getaway for the entire family. This unit can sleep up to six guests and is located off West Gulf Drive. It's also one of the closest unit to the community pool, making it perfect for families with small children! brbrbrbr**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY TWO POOLS, RESTAURANTS, LIVE ENTERTAINMENT, ADDITIONAL BEACH ACCESS, AND SO MUCH MORE! **brbr** Based on availability. brbrbrbrHOME FEATURESbrbrSeashells #22 features a primary bedroom with a queen bed and en-suite bathroom, while the guest bedroom features two twins and has a hallway guest bathroom. Enjoy the free WIFI and flat screen TV so you can watch your favorite shows or cook up your favorite meals in this open kitchen and living room concept. You can also unwind on your private lanai and enjoy just being a few steps to the heated community pool and a short walk to the Gulf of Mexico. These are just the beginning of what is in store for a perfect vacation!brbrbrbrABOUT SANIBEL AND THE COMMUNITYJ.N. DING DARLING NATIONAL WILDLIFE REFUGE, CROW-CLINIC FOR THE REHABILITATION OF WILDLIFE, the BAILEY-MATTHEWS NATIONAL SHELL MUSEUM, and SANIBEL LIGHTHOUSE & FISHING PIER.

Seashells #22 - Still Available For Winter Weeks & Accepts 3 Night Stays!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$745.89

We are so very happy to welcome you back to Pine Cove! Ongoing complex work includes elevators, landscaping, lighting, curbing and other various small jobs. Some work noise may be associated with pending work on the Pine Cove grounds.brbrSensational views are waiting for you at Pine Cove 401A! Relax and free yourself of stress while overlooking the beautiful waters of the Gulf of America. Luxury is waiting for you with newly remodeled, updated unit, upgraded appliances, flat screen TVs and views from almost everywhere in the condo! Nestled on West Gulf Drive, you are conveniently located near shops, restaurants, bike paths and more! This small complex only offers 16 units, so you are sure to have peace and serenity throughout your stay!brbrUpdated photos posted as of April 2025.brbrCondo amenities include: 2 bedrooms/2 bathrooms -- 1 King bed, 2 Twin beds, & a pull-out Queen sleeper sofa (sleeps 6), 2 Smart TVs (streaming only), WIFI available, shared community heated pool & hot tub, in-suite washer & dryer, fully equipped kitchen, BBQ grills, assigned parking, beach boardwalk. No elevators available. No Pets allowed. Bed linens and Bath towels included. This unit comes stocked with beach chairs, beach towels and an umbrella.brbr7 night minimum rental period is required. Pine Cove is a tobacco free, smoke & vape free property. This unit is non-smoking with a maximum occupancy of 6 people.brbrYou are renting directly with the owner. Unfortunately, this is a new VRBO listing due to being down for so long. I have been in the rental business since 2003 with my own properties. I am very accommodating and responsive so don't let the lack of reviews fool you! Come and stay and enjoy and leave a great review if you feel obliged. I have Staff on Island to make your next island adventure to be the most relaxing and memorable experience possible. We look forward to seeing you soon!!

Pine Cove Luxury 2-bedroom condo with AC, WiFi in serene Sanibel!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$393.12

•Weekly rental Saturday to Saturdaybr•Max guests: 6br•No smoking in the condo/lanai; no smoking on Pointe Santo property, except in designated areasbr•No petsbrbrCONDO FEATURES br•2 bed + 2 bathbr•Fully equipped kitchen with counter seating for 6br•Dining room with seating for 6br•Living room with queen sleeper, 55 inch TV, sliders to the lanai, view of the lagoon and poolbr•Primary bedroom/bathroom with double sinks, king bed, TV, desk, sliders to the lanai, view of the gulf/ocean, lagoon, and poolbr•Guest bedroom with queen and twin beds, TV, direct access to the guest bathroombr•Lanai with seating for 6, view of the gulf/ocean, lagoon, poolbr•Washer and dryerbr•WiFi and satellite TVbr•Books, games, puzzlesbr•Beach towels, chairs, toysbr•Assigned parking spacebrbrRESORT FEATURESbr•750 feet of beachfront with chaise lounges and umbrellasbr•Gulf/Ocean front pool and hot tub with chaise lounges, umbrellas, tables & chairs, showers, restrooms, water bottle filling stationbr•Elevators in each buildingbr•Gas grilling stationsbr•High speed internet in the condo and throughout the complexbr•Children’s programbr•Bike racks (there are more than 25 miles of bike paths on the island – local shops rent and deliver)br•Tennis and pickle ball courts - rackets and balls can be checked out for free during office hoursbr•Close to grocery stores, restaurants, and shops

Pointe Santo B26: Sanibel Island Beach Condo with Gulf/Ocean and Pool Views

Sanibel, Florida, United States

Bed

Bath

Sleeps

$361.45

Right on the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with huge walk-in shower. WiFi has been fully upgraded to make streaming and video a breeze. Guests will enjoy access to 4 beach chairs, beach umbrella, and an in-unit clothing dryer. This Sanibel Island vacation rental is part of the luxurious Gulf-front Sundial Beach Resort & Spa. Our guests can access many of the resort's amenities, including the beach, community pool by your building (currently unavailable), tennis and pickleball courts, resort restaurants, Marketplace and spa. brbrPOOL DAY PASSES AVAILABLE: brbrDiscounted Sundial Resort day passes available on a first come, first serve basis for this rental listing ($25/day adults, $15/day kids) with valid proof of rental booking. No advanced reservations accepted. Availability of these day passes is not guaranteed as advance sale day passes can sell out. Renters can present each morning at 9am to the Sundial Resort recreation booth located by the main pool to check availability and purchase day passes.brbrIf you wish to make advance reservations for access to the Sundial Resort pool and other amenities (including pickleball and tennis), you can purchase advance Daycation tickets directly through the Sundial Resort phone number and website.brbrOn-Site Restaurants & Marketplace:brTurtle's Tiki Bar & Grille, Shima Japanese Steakhouse & Sushi Bar, Beach Bites, Marketplace, and Captain's Catch are open to all rental guests.brbrPlease Note:brSleeps 4br4-night minimum stay (Any day check-in)brOur Sundial rentals are privately owned, so guests will not have access to all Sundial amenities. brThe community pool is currently closed for renovation - guests can access the Sundial resort pool by purchasing day passes (see above)brParking is available for one car (all trailers, motorhomes, recreational vehicles, and the like are prohibited)brPets are not permitted at any timebrSmoking is not permitted in units or on the lanai, only in designated smoking areas

Sundial Resort & Spa: Luxury 1BR condo on Sanibel Island, steps to the beach!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$337.61

**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!brbrRooftop Paradise: Intimate One-Bedroom Retreat at Pointe SantobrDiscover a rare gem at Pointe Santo de Sanibel—a beautifully appointed one-bedroom, one-bathroom condominium featuring a private rooftop sundeck with breathtaking panoramic views of the Gulf of Mexico and Sanibel's pristine natural landscape. Elevate your Sanibel vacation perfect for couples or small families. brbrThe true highlight Your very own rooftop sundeck—a private haven with sweeping views of the Gulf of Mexico. Whether you're soaking up the sun, stargazing, or toasting to another unforgettable Sanibel sunset, this elevated outdoor space is sure to become your favorite spot.brbrAt a glance:br1 Bedroom | King Bed + Sleeper Sofa (Sleeps 4)brGulf Views from Lanai & RooftopbrPrivate Rooftop SundeckbrSteps to the BeachbrSmart TVs + High-Speed WiFibrFully Equipped KitchenbrWasher & Dryer in UnitbrbrPointe Santo offers an impressive array of amenities:brSwimming pool with spacious sundeckbrTennis and pickleball courtsbrBBQ grilling stationsbrWhirlpool SpabrbrThe location is ideally situated on West Gulf Drive:brDirect beach access without crossing any roadsbrShort drive to a plethora of unique island restaurants and shopsbrMinutes from the J.N. Ding Darling Wildlife Refuge, CROW, Big Arts, Sanibel Historical Museum, and Bailey-Matthew Shell MuseumbrClose proximity to golf and Sanibel Rec CenterbrEasy access to biking and walking pathsbrbr***Minimum 25+ Age Requirement***brbrPlease Note: Pointe Santo is a NON-SMOKING community. Smoking is permitted only in designated outdoor areas. Smoking is strictly prohibited on lanais and within the units to maintain a clean, fresh, and healthy environment for all guests.brbrSanibel Rental Dwelling License #RDWL-005485brbrVRBO ID #4554320brVRBO 4554320

Gulf-View Penthouse w/ Private Rooftop Deck – Steps from the Sand!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$396.71

**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!brbrStep into island serenity with this charming one-bedroom, third-floor condo at Pointe Santo. Overlooking the peaceful lagoon and courtyard with peekaboo Gulf views, this unit offers the perfect blend of comfort, location, and tropical style.brbrDesigned for honeymooners, couples, or small families, the space sleeps up to 4 guests with a plush king-sized bed in the bedroom and a sleeper sofa in the living area. Tropical-inspired décor sets the scene for a truly relaxed escape.brbrGuests at Pointe Santo enjoy a Gulf-front pool, hot tub, tennis/pickleball courts, and grill areas—all designed to enhance your stay.brbrAt a glance:br1 Bedroom | King Bed + Sleeper SofabrLagoon + Courtyard ViewsbrFully Equipped KitchenbrWasher & Dryer in UnitbrbrPointe Santo offers an impressive array of amenities:brHeated Swimming pool with spacious sundeckbrTennis and pickleball courtsbrBBQ grilling stationsbrWhirlpool spabrbrThe location is ideally situated on West Gulf Drive:brDirect beach access without crossing any roadsbrShort drive to a plethora of unique island restaurants and shopsbrMinutes from the J.N. Ding Darling Wildlife Refuge, CROW, Big Arts, Sanibel Historical Museum, and Bailey-Matthew Shell MuseumbrClose proximity to golf and Sanibel Rec CenterbrEasy access to biking and walking pathsbrbrDon't miss your chance to experience this rare third-floor gem on Sanibel Island. Book today and start counting down to your island getaway!brbr***Minimum 25+ Age Requirement***brbrPlease note: Pointe Santo is a NON-SMOKING complex. Smoking is only permitted in designated outdoor areas and is strictly prohibited on lanais and inside units. This ensures a clean, fresh, and healthy environment for all guests.brbrSanibel Rental Dwelling License #RDWL-004791brbrVRBO ID #4554321brVRBO 4554321

3rd-Floor Island Getaway w/ Lagoon Views – Walk to the Beach!

Sanibel, Florida, United States

1

Bed

1

Bath

4

Sleeps

$806.77

Pointe Santo A4: A Masterpiece ReimaginedbrbrSome vacation rentals offer a place to stay. Pointe Santo A4 offers an experience you'll never forget. This rare 3-bedroom ground-level sanctuary has been completely reimagined for today's discerning travelersblending contemporary luxury with the laid-back charm that makes Sanibel irresistible.brbr~The View. The Location. The Wow Factor.~brbrPicture this: 2,170 square feet of pure coastal elegance with floor-to-ceiling windows wrapping two full ...sides of the unit. Panoramic gulf and property views greet you from nearly every roomthe living room, dining room, kitchen, primary bedroom, sunroom, and lanai. It's like living inside a postcard that changes with every sunrise, sunset, and moonrise.brbrYour Perfect Ground-Level Position:brbrStep outside and you're mere steps from both the sparkling gulf waters and the heated pool. brbrBeach day Turn right. Pool day Turn left. Can't decide Do bothit's that easy.brbrDesigned by Experts, Furnished for ComfortbrbrA4 showcases the finest furnishings from prestigious names like Clive Daniel Home, Ethan Allen, and Robb & Stuckey, complemented by carefully curated art and accessories from beloved local Sanibel galleries. The tranquil color palette and thoughtfully updated amenities create an atmosphere where relaxation happens naturally.brbrLiving & Entertaining SpacesbrbrThe open-concept living and dining areas (seating for 6) flow seamlessly together, bathed in natural light from those stunning floor-to-ceiling windows. Stream your favorite music or shows on the Smart TV while enjoying unobstructed water viewsentertaining has never felt so effortless.brbrChef-Ready KitchenbrbrPremium KitchenAid appliances, custom cabinetry with gleaming quartz countertops, and a well-appointed pantry make meal preparation a pleasure. Whether you're brewing morning coffee or preparing a gourmet feast, those panoramic gulf views provide the perfect backdrop.brbrThe Sunroom: Your New Favorite SpotbrbrThis spacious, light-filled sanctuary offers the best of both worldscomfortable indoor seating with a front-row view of pool activities and the grilling area. It's perfect for morning coffee, afternoon reading, or simply watching island life unfold.brbrPrimary Suite: Coastal ElegancebrbrWake to magnificent gulf views in your king-sized bed, step out to your private lanai, or catch up on shows with your Smart TV. The sophisticated en-suite bathroom features dual vanities, generous closets, a separate water closet, and a custom shower designed for pure indulgence. A dressing table/desk adds functionality without sacrificing style.brbr~Guest Accommodations~brbrSecond Bedroom: Two twin beds with gorgeous pool, grand lawn and gulf viewsbrbrThird Bedroom: Two twin daybeds with 2 convenient pocket door accesses to the sunroomperfect for flexible entertaining or extra sleeping spacebrbrBoth guest rooms share a beautifully appointed bathroom with custom shower.brbrPractical LuxuriesbrbrHigh-efficiency stacked washer/dryer adjacent to the guest bathroom, plus complimentary essentials including dish detergent, laundry detergent, and countertop cleanser. brbrBeach chairs (minimum 2) brbrBeach towels (1 per person) are providedjust grab and go.brbrResort Amenities at Your DoorstepbrbrFrom Your Screened Lanai:brbrDirect access to the beach, pool, and grilling areasyour personal gateway to island fun.brbrAcross the Property:brbrOutdoor heated swimming pool and hot tubbrbrCovered poolside pavilionbrbrTennis and pickleball courts (equipment provided!)brbrMultiple BBQ areas for alfresco diningbrbrElevators throughout for convenient accessbrbrDedicated, assigned parkingbrbrThe Pointe Santo DifferencebrbrThis is ground-level living at its finestno stairs to navigate with beach gear, no waiting for elevators, just easy, breezy access to everything that makes Sanibel special. The panoramic views typically reserved for upper floors You get those too, thanks to the brilliant floor-to-ceiling window design.brbrProfessionally Managed Since 1997brbrCottages to Castles of Sanibel & Captiva brings nearly three decades of expertise to ensuring your stay is flawless.brbrProperty Details:brbrCompletely smoke-free (condos, patios, lanais, and common areas)brbrPet-free propertybrbr1 parking permit per reservation included; additional permits available at on-site office (Unit B-1)brbrHurricane Recovery Notice: Construction activity may occur throughout the area, with possible sporadic interruptions to internet and utility services due to ongoing recovery from Hurricanes Ian, Helene, and Milton.brbrA4 has set a new standard for ground-level beachfront luxury on Sanibel Island. This is the vacation home where memories are made and traditions beginwhere every detail has been considered and every view takes your breath away.brbrReady to be among the first to experience the new A4 Contact us today to secure your reservation for this extraordinary reimagined retreat.brbrCity of Sanibel Dwelling Rental License Applied Forbrbr-- ID #20135520brbr-- 20135520brbrAmenities Include:brbr- Square Footage, Est.: 2170brbr- Gulf Front: Ybrbr- Gulf View: Ybrbr- Bed Size 1st Rm/Primary: Kingbrbr- Bed Size 2nd Rm: 2 Twinsbrbr- Bed Size 3rd Rm: 2 Twin Trundlebrbr- Elevator: Ybrbr- Pool - Chlorine: Ybrbr- Pool Heat - Electric: Ybrbr- Hot Tub / Spa: Ybrbr- BBQ Grill - Gas: Ybrbr- TVs - Smart: 3brbr- Wi-Fi: Ybrbr- Beach Chairs: Yesbrbr- Tennis: Ybrbr- Pickleball Court: Ybrbr- Shuffleboard Court: Ybrbr- Linens Provided: Ybrbr- Coffeemaker - Drip: Ybrbr- Dishwasher: Ybrbr- Microwave: Ybrbr- washer dryer: Ybrbr- Parking Space - Assigned: Ybrbr- Storage - Assigned: Ybrbr- Rental License No.: SHOM-004669brbr

Pointe Santo A4 - Gulf front ground level 3br, setting the standard for beachfront luxury.

Sanibel, Florida, United States

Bed

Bath

Sleeps

$577.51

Nestled at the end of a shell covered lane with views of the Gulf of Mexico, Bandy Beach is a quaint 10-unit complex located on the quiet East End of Sanibel. Bandy Beach A101 is a breathtaking and spacious 3-bedroom, 2-bathroom stilted Gulf-front condo that can comfortably accommodate up to 6 guests. Following Hurricane Ian, this 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 everything you need to make all your meals in-house and stunning bathrooms. To complete the look, you will enjoy all new, upscale furniture, area rugs and décor with a chic coastal vibe in blues and natural tones. brbrYour primary suite looks out over the Gulf of Mexico with all new bedding & king-sized mattress, and a Smart TV. A luxurious ensuite bathroom offers a large walk-in shower, spacious countertop with 2 sinks and heated tile floor. The second bedroom also has views of the Gulf, new bedding & king-sized mattress, and Smart TV. The third cozy bedroom is just down the hall with new bedding and 2 twin mattresses. The guest bedrooms share a coastal inspired bathroom with shower/tub combo and heated flooring. 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 and the Gulf of Mexico. The lanai runs the full length of the unit with an area for dining and a comfortable spot for 2 to sit and enjoy your morning coffee or an evening cocktail. The unit is stocked with beach towels and beach equipment is stored on the ground level – perfect for those long-awaited days on the beach! brbrAdditional amenities include: community heated pool, covered parking, boardwalk to the beach and a community use gas grill. Bandy Beach is a non-smoking property. There is a semi-private elevator for your use (currently not operational). 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 with a Saturday-to-Saturday stay**br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay**brSanibel Dwelling License # RDWL-003324

Bandy Beach A101, 3 Bedroom, Newly Renovated, Gulf Front Condo Awaits you!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$444.25

Welcome to the gorgeous Pelican's Roost #107! This stunning elevated, first floor accommodation has two bedrooms & 2 bathrooms and is corner end, direct gulf front unit! The master bedroom has an attached full bath, where you will wake up to a bright view of the gulf coast each morning. Furnishings are tropical and comfortable, keeping with a carefree stay. With a sleeper sofa in the living room and two XL twins in the second bedroom you will be able to sleep 6 people comfortably. Enjoy a completely equipped kitchen, should you wish to dine in, 3 televisions and a washer/dryer in the unit for added convenience.brbrCondo amenities include: 2 bedrooms/2 bathrooms -- 1 King bed, 2 Twin XL beds & pull-out sleeper sofa (sleeps 6), 3 flat screen Smart TVs (streaming & cable available), WIFI available, fully equipped kitchen, heated shared pool, in-suite washer & dryer, public BBQ gas grills, community tennis, shuffleboard & pickleball 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. brbr4 night minimum rental period allowed during off-season. 7 night minimum in peak season. This unit is non-smoking with a maximum occupancy of 6 people.brbrSanibel Vacations, or SBL Vacations provide a variety of high quality, meticulously attended vacation rental homes and condos on Sanibel & Captiva Islands. We are a boutique vacation rental company who strive to make your next island adventure to be the most relaxing and memorable experience possible. We look forward to seeing you soon!!brbrRDWL-008299

Pelicans Roost 107: Corner Unit with Gulf Views!

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 in AUGUST 2026. Exterior landscaping projects are on going. These timelines are projections and are not guaranteed.********Sand Pointe 213 requires a 7 night minimum stay but does not require a Saturday arrival or departure. This offer is valid through Oct 2, 2026***brbrLooking for the perfect location to enjoy paradise Look no further! Unit #213 at Sand Pointe has outstanding Gulf views visible the moment you walk in the door. brbrThis 2 bedroom, 2 bathroom condo has been completely remodeled from floor to ceiling. It is beautifully decorated with a chic coastal vibe with hues of green & blue and has been fitted with every comfort you need to make this the most memorable vacation. brbrThe beautiful kitchen has everything you will need to prepare meals and a breakfast bar to enjoy those meals. There is also a lovely dining table for 6 for more formal meals. After a day of biking, swimming, or shelling, relax in your living room and enjoy a movie or your favorite shows on the large Smart TV. Or enjoy the sun setting over the pool and Gulf of Mexico from the lanai.brbrThe primary suite has a king bed, Smart TV and en-suite bathroom with walk-in shower. The guest bedroom has 2 twin beds, Smart TV and access to the second bathroom with tub & shower combo. brbrEnjoy pool and Gulf views from your private screened lanai with no-seeum screening. The owners provide beach towels for your convenience and access to their ground level storage locker stocked with beach chairs, umbrella and beach cart! Sand Pointe is a beautifully landscaped small complex (only 45 units) on West Gulf Drive. Enjoy the romantic lagoon, heated pool (not currently operational), elevators and covered parking. It's conveniently located to restaurants, shopping, Ding Darling Wildlife Refuge and much, much more. 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 and typically requires a Saturday arrival/departure. The owners are offering off night arrival/departures through Oct 2, 2026 with a minimum of a 7 night stay. Please call to book off-night stays.**br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay.**br**Sleeper Sofa sheets available upon request only.**brSanibel Dwelling License # RDWL-0020-21312

Sand Pointe 213, 2 Bedroom, Gulf View, POOL NOT OPERATIONAL

Sanibel, Florida, United States

Bed

Bath

Sleeps

$384.68

brWelcome to your Sanibel getaway! This top-floor condo overlooks the heated pool and landscaped grounds, with partial Gulf views from the lanai and living area, and a direct Gulf view from the guest bedroom suite. Quiet, established complex on the island’s east end, just minutes from restaurants, shops, and local attractions. Updated in 2024 with remodeled bathrooms featuring walk-in showers. Spacious and comfortable, designed for full-week stays.brbrDescriptionbrbrThis top-floor gulf-view condo at Loggerhead Cay is the perfect spot for a relaxing Sanibel escape. From the screened lanai and living area, enjoy partial Gulf views along with sparkling pool and garden views below. The guest bedroom suite has a direct Gulf view, letting you wake up to the water each morning.brbrSituated on Sanibel’s convenient East End, the condo offers easy access to the Causeway, island bike paths, shops, and restaurants, making arrivals, departures, and day trips simple and stress-free.brbrInside, the 2-bedroom, 2-bath unit has over 1,200 square feet of thoughtfully designed living space with a clean, coastal-inspired style. Both bathrooms were remodeled in 2024 with walk-in showers, and beautiful LVP flooring flows throughout.brbrThe fully equipped kitchen makes cooking easy, and the full-size washer and dryer make week-long stays convenient. The screened lanai is ideal for morning coffee, evening cocktails, or just enjoying the coastal breeze.brbrThe master bedroom features a king bed and private en suite bath. The guest bedroom has two full-size beds and a direct Gulf view toward the front of the building.brbrLoggerhead Cay offers one of Sanibel’s largest heated pools, tennis and pickleball courts, shuffleboard, BBQ grills, and private beach access. Located on the east end, you’re just minutes from restaurants, shops, and essentials while still enjoying a quiet, low-density beachfront environment.brbrHigh-speed WiFi, three Smart TVs with cable, and quality linens are provided, along with tennis and pickleball racquets, beach chairs and umbrellas, towels, shelling tools, and a wagon to make your beach days easy and fun.brbr7-night minimum stay required.brbrAmenitiesbrbrIndoor Livingbrbr2 bedrooms, 2 bathroomsbrbrKing bed in master suite, 2 full beds in guest roombrbrDirect Gulf view from guest bedroom suitebrbrRemodeled bathrooms (2024) with walk-in showersbrbrOpen living and dining areabrbrScreened lanai with partial Gulf viewsbrbrFull-size washer and dryerbrbrHigh-speed WiFi and 3 Smart TVs with cablebrbrQuality linens and towels providedbrbrKitchenbrbrFully equipped with stove, oven, microwave, refrigerator, dishwasherbrbrCookware, dishes, utensils, and small appliances includedbrbrCoffee maker and toasterbrbrOutdoor & CommunitybrbrHeated poolbrbrPrivate beach accessbrbrTennis and pickleball courtsbrbrShuffleboardbrbrBBQ grills for guest usebrbrLandscaped groundsbrbrElevator accessbrbrBeach GearbrbrBeach chairs and umbrellasbrbrSand toys for kidsbrbrWagon for easy transport of gearbrbrBooking Detailsbrbr7-night minimum stay requiredbrbrWeekly rentals only

Loggerhead Cay 584 Beachside Condo with Partial Gulf and Pool Views!

Sanibel, Florida, United States

Bed