Home Vacation Rentals By Owner In Sanibel, FL

Showing 480 Of 1484 Vacation Rentals
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Exceptional(16)

$393.12

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Condo

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

Sanibel, Florida, United States

•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
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Bath 2

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Sleep 6

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$472.7

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Private Vacation Home

Exquisite home moments to the beach

Sanibel, Florida, United States

Coastal Grandeur Awaits — Luxury Living Near the Gulf brbrWelcome to your idyllic vacation home, a breathtaking multi-million-dollar retreat that embodies the essence of coastal sophistication and modern luxury. Professionally designed with impeccable attention to detail, this spacious 3,000+ square-foot home offers an unforgettable stay just moments from the beach — where golden sunsets paint the Gulf in hues of pink and gold each evening.brStep inside and experience open, sunlit living spaces with soaring ceilings, designer furnishings, and curated art that reflect refined coastal elegance. The gourmet kitchen, outfitted with high-end appliances and bespoke cabinetry, is perfect for gathering and entertaining. Multiple indoor and outdoor lounge areas invite relaxation, while the seamless flow between the living spaces and the private outdoor oasis ensures the perfect blend of comfort and style.brUnwind in your luxurious master suite, featuring a spa-inspired bath and tranquil views, or retreat to one of the beautifully appointed guest rooms, each designed for serenity and rest.brOutside, enjoy the lushly landscaped grounds, private pool, and covered lanai — the ideal backdrop for morning coffee or evening cocktails beneath the stars.brNestled in an exclusive and peaceful neighborhood, this home offers both privacy and proximity — just minutes from charming local restaurants, boutique shopping, and world-renowned beaches.brExperience the pinnacle of island luxury — where every sunset feels like it's yours alone.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(7)

$361.45

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Condo

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

Sanibel, Florida, United States

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
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Sleep 4

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Exceptional(1)

$769.12

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Private Vacation Home

Seashell Paradise: 5BR w/ Pool, Spa on Sanibel!

Sanibel, Florida, United States

Welcome to Seashell Paradise on Sanibel Island! Your private coastal getaway designed for families, groups, and multi-generational travelers looking for space, comfort, and unbeatable island charm. This beautifully updated 5-bedroom, 4-bathroom home offers room for up to 15 guests, complete with a private inground pool, hot tub/spa, outdoor grill, balcony, and multiple indoor/outdoor gathering spaces.brbrWhether you're planning a family vacation, a beach getaway, or a retreat with friends, Seashell Paradise delivers the perfect combination of resort-style amenities and home-like comfort. All of this just minutes from Sanibel’s world-famous beaches, bike trails, dining, and wildlife attractions.brbrSpacious Layout for Large GroupsbrbrThe home is designed with comfort and flexibility in mind, offering multiple king bedrooms, a bunk room that kids love, and two private ensuites.brbrBedroom Configurationbrbr- Master Bedroom: King bed, ensuite bathroom with walk-in shower, extra-large soaking tub & double vanitybrbr- Bedroom 1: King bedbrbr- Bedroom 2: King bedbrbr- Bedroom 3: Bunk Room with two full-size bottom bunks + trundle (sleeps 5–7)brbr- Bedroom 4: Queen bed with private ensuite bathroombrbrEach bedroom includes its own smart TV, making relaxation effortless after a day on the island.brbrBathroom Configurationbrbr- Bathroom 1: Walk-in shower + double vanity (shared between two first-floor king bedrooms)brbr- Bathroom 2: Tub/shower combo + single vanity (near bunk room & living area)brbr- Bathroom 3: Walk-in shower + single vanity (attached to Queen ensuite)brbr- Master Bathroom: Walk-in shower, oversized soaking tub, double vanitybrbrResort-Style Outdoor LivingbrbrStep outside and enjoy your private tropical retreat:brbr- Inground pool perfect for sunny afternoonsbrbr- Hot tub/spa for relaxing eveningsbrbr- Outdoor grill for family cookoutsbrbr- Patio and balcony with comfortable seatingbrbr- Lush landscaping providing privacy and a peaceful atmospherebrbr- 3 bikes, 2 beach wagons, 4 chairs and an umbrella for your enjoymentbrbrComfort Meets Convenience IndoorsbrbrInside, you’ll find:brbr- A spacious open-concept living area with a large smart TVbrbr- A fully equipped kitchen with everything you need to prepare meals for large groupsbrbr- A dining area with seating for everyonebrbr- High-speed Wi-Fibrbr- Laundry area for long staysbrbrMinutes from Sanibel’s Top AttractionsbrbrSeashell Paradise is ideally located close to everything Sanibel Island is known for:brbrWorld-Class Beaches & ShellingbrbrJust a short drive or bike ride away, you’ll find the beaches that made Sanibel famous. Guests love spending mornings practicing the “Sanibel Stoop” while collecting shells or enjoying peaceful Gulf sunrises and sunsets.brbrJ.N. “Ding” Darling National Wildlife RefugebrbrOne of the island’s most celebrated attractions, perfect for:brbr- Wildlife viewingbrbr- Kayaking through mangrove tunnelsbrbr- Biking scenic nature trailsbrbr- Bird watching and photographybrbrBiking the Islandbr br- 3 bikes are provided for your enjoymentbrbrSanibel’s extensive network of paved bike paths makes it easy to explore:brbr- Shops and restaurants along Periwinkle Waybrbr- Local farmers marketsbrbr- Quiet neighborhoods and nature areasbrbrLocal Dining & ShoppingbrbrFrom seafood restaurants to boutiques, coffee shops, ice cream parlors, and island-style markets, everything is just minutes away.brbrBoating, Fishing & Water AdventuresbrbrNearby marinas offer:brbr- Dolphin cruisesbrbr- Fishing chartersbrbr- Paddleboard and kayak rentalsbrbr- Sunset sails along the GulfbrbrWhy Guests Love Seashell Paradisebrbr- Spacious layout perfect for families & large groupsbrbr- Multiple king bedrooms + kid-friendly bunk roombrbr- Private pool & spabrbr- TVs in every bedroom + main living areabrbr- Modern finishes & stylish décorbrbr- Peaceful neighborhood close to beaches and attractionsbrbr- Easy access to dining, shopping & outdoor activitiesbrbrBook Your Stay TodaybrbrEscape to Seashell Paradise on Sanibel Island for an unforgettable vacation! Whether you’re planning a family reunion, group getaway, or a relaxing island retreat, this home offers the perfect combination of space, luxury, and convenience. Check availability and secure your dates now to experience the ultimate Sanibel Island getaway. You won’t want to miss it!
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Bath 4

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Sleep 15

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Exceptional(1)

$337.61

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Condo

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

Sanibel, Florida, United States

**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
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Sleep 4

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Exceptional(5)

$396.71

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Condo

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

Sanibel, Florida, United States

**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
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Bath 1

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Sleep 4

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$806.77

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Condo

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

Sanibel, Florida, United States

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
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Sleep 7

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Exceptional(79)

$287.83

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

Sanibel, Florida, United States

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
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Bath 2

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Sleep 6

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Exceptional(59)

$577.51

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Condo

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

Sanibel, Florida, United States

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
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Bath 2

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Sleep 6

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Exceptional(23)

$444.25

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Condo

Pelicans Roost 107: Corner Unit with Gulf Views!

Sanibel, Florida, United States

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
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Bath 2

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Sleep 6

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$204.47

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Private Vacation Home

Pink Shell- peaceful Sanibel home short walk to the beach!

Sanibel, Sanibel, United States

WELCOME TO PINK SHELLbrbra cheerful, island‑chic Sanibel retreat where classic coastal charm meets effortless beach‑day living. Nestled in the beloved Castaways Lane area—one of Sanibel’s most treasured west‑end neighborhoods—this bright and breezy cottage puts you just a short stroll from the soft sands, world‑class shelling, and postcard‑worthy sunsets that make this stretch of the island so special.brbrbrbrHOME FEATURESbrbrFrom the moment you arrive, Pink Shell sets the tone for relaxed island comfort with its playful pastel exterior, swaying palms, and welcoming coastal vibe. Designed for easygoing vacation living, this home offers an inviting open layout, sun‑filled living spaces, and all the essentials for a carefree Sanibel getaway.brbrbrbrInside, you’ll find a cozy blend of comfort and charm—perfect for couples, small families, or anyone craving a peaceful escape near the beach. The fully equipped kitchen makes mealtime simple, while the comfortable living and dining areas create a natural gathering space after a day in the sun. Primary king bedroom with en-suite bathroom featuring a walk-in shower. Two guest bedrooms featuring a full bed and the other two twin beds.brbrbrbrStep outside and the island magic continues. Pink Shell’s outdoor spaces are made for slow mornings, salty afternoons, and breezy evenings. Sip coffee on the porch, rinse off sandy toes after shelling, or unwind under the palms as the sky turns shades of tangerine and rose. With beach access just moments away, you can wander to the shoreline for sunrise walks, dolphin sightings, or those iconic Sanibel sunsets that never get old.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! **brbrbrbrFor guests traveling with furry family members, PINK SHELL IS PET‑FRIENDLY with owner approval and a standard pet fee, making it easy to bring your four‑legged companion along for the adventure.brbrbrbrLOCATIONbrbrPerfectly positioned near the west end of Sanibel, Pink Shell offers that coveted blend of quiet, coastal privacy with easy access to the beach, bike paths, and island nature. Spend your days exploring the shoreline, biking to Blind Pass, or discovering local shops and eateries—all while enjoying the laid‑back charm that defines this part of the island.brbrbrbrbrbrHAVE QUESTIONS brbr Call 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(7)

$324.65

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Private Vacation Home

Crow's Nest: Stunning Sanibel Island Oasis Steps to the Gulf of Mexico!

Sanibel, Florida, United States

Crow's Nest is a stunning Sanibel gem that is tucked back in the desirable Sanibel Bayous neighborhood featuring the Gulf of Mexico in your backyard!brbrThis gorgeous home features 3 bedrooms and 2 bathrooms with a large, open floor plan and the most exceptional outdoor living space to enjoy daily and is truly the epitome of island living. Boasting stunning bamboo floors, a beautiful custom kitchen open to the living room, and a large southern exposure deck are only a few of the attributes that make this a truly remarkable home. Perfectly designed, it integrates the outdoors beautifully. The home also sits adjacent to Bowmans Beach, a well-worn grass path leads directly from the house to Sanibel's incredible west end beaches without ever crossing a road. The beach is literally in the back yard! Native vegetation abounds, providing great privacy, wildlife sightings, and tropical greenery.brbrHome amenities include: 3 bedrooms/2 bathrooms -- 1 King bed, 2 Queen beds & 2 Twin size pull-out chair beds (sleeps 8), Smart TVs (streaming only), WIFI available, heated pool & spa, washer & dryer, fully equipped kitchen, BBQ gas grill. Pets considered (Dogs only). 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!!
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$384.68

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Condo

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

Sanibel, Florida, United States

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
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$816.45

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Private Vacation Home

Stunning canal front home east end Sanibel. Walk to beach, restaurants, biking

Sanibel, Florida, United States

Location, Location, Location! Sunset by the Sea is a gorgeous private house is on Sanibel's desirable east end with quick access on and off the island and a short stroll away from world famous shelling beaches and the sparkling waters of the Gulf of Mexico and island amenities. Sunset-by-the-Sea is a 3 bedroom and 3 bath traditional style Florida home. A huge open floor plan with a massive living room, dining room, kitchen, and fully enclosed sun porch with large screened windows that look over the water basin. Two bedrooms are on the main level with 2 full baths. There is a deck off the main bedroom that overlooks the beautiful water basin and docks. Steps up the unique spiral staircase brings you to an open loft, a third level deck and the third bedroom with en-suite bath. The serene atmosphere of this wonderful property is perfect for guests looking to unwind and relax. This is a renovated private canal front home with beautiful views of professional lush tropical landscaping, birds, and boats in a deep water basin full of wildlife where manatee family’s and dolphins frequent. Enjoy a large swimming pool, direct access to miles of paved bike trails, walk to beaches, shops, dining and ice cream! Included-beach chairs, beach towels, kayaks, pack n play, high chair, fully stocked kitchen, brbrAlso available to the house renter for an additional fee is a beautiful new lower level apartment with kitchenette, living room, queen bed, full bath brbrThis Sanibel east end location is ideal!
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