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!brbrExclusive Pointe Santo Paradise: 2-Bedroom 2-Bathroom Condo with Private Rooftop SundeckbrExperience the pinnacle of Sanibel Island luxury at this exceptional Pointe Santo de Sanibel condominium featuring a rare private rooftop sundeck with panoramic Gulf and island views!brbrWelcome to your island getaway at Pointe Santo—one of Sanibel Island’s most beloved beachfront destinations. This beautifully remodeled 2-bedroom, 2-bath condo offers everything you need for a relaxing, sun-soaked escape. Step inside to enjoy 1,245 sq. ft. of coastal comfort, including a spacious living area, a fully equipped kitchen, and a private screened-in lanai with serene Gulf breezes. Take in breathtaking sunsets from your exclusive rooftop sundeck—a perfect spot for morning coffee or evening cocktails.brbrUnparalleled Location:brThis top-floor unit brElevator access to your doorbrEasy stairway access to your private rooftop sundeckbrDirect path to Sanibel's world-famous shelling beachbrCentrally located on prestigious West Gulf DrivebrbrAccommodating up to six guests, the unit features:brA master suite with a king-size bed and en-suite bathbrA guest bedroom with 2 twin bedsbrA queen-size sleeper sofa in the living roombrbrPointe Santo offers an impressive array of amenities:brSwimming pool with spacious sundeckbrTennis and pickleball courtsbrBBQ grilling stationsbrMore amenities to comebrbrThe 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 pathsbrbrWhether you're planning a quiet beach retreat or an active outdoor adventure, your unforgettable Sanibel escape starts here.brbr***Minimum 25+ Age Requirement***brbrPointe Santo is a NON-SMOKING complex. Smoking is only permitted in designated areas—lanais are strictly smoke-free.brbrbrVRBO#4584645brSanibel Rental Dwelling License #RDWL-010592

Island Escape at Pointe Santo. Steps to Beach, Rooftop Views & Modern Comfort

Sanibel, Florida, United States

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Bath

Sleeps

$390.25

Exquisite Beachfront Residence at Shell Island Beach Club, Pool is OPEN!

Sanibel, Florida, United States

Bed

Bath

Sleeps

$521.7

Set directly along the pristine shores of Sanibel Island, this bright and relaxing two-bedroom beachfront condo offers uninterrupted views of the Gulf of Mexico and a front-row seat to some of the island’s best natural beauty. Located on the second floor of Building A, this well-positioned unit provides a peaceful perch just above the sand, where gentle ocean waves and the occasional passing pod of dolphins create a tranquil, unforgettable setting.brbrFrom the private screened lanai, you’ll enjoy expansive Gulf views and fresh sea breezes—the perfect place to start your morning or wind down in the evening. Inside, the condo features a spacious and thoughtfully laid out interior, ideal for couples, families, or small groups seeking a relaxing beach retreat.brbrThe living area flows easily into the full-size dining room and a well-appointed kitchen with a convenient breakfast bar. The primary bedroom and second bedroom include a king bed. A queen sleeper sofa in the living room provides additional sleeping space, allowing the condo to comfortably accommodate up to six guests.brbrOther conveniences include a washer and dryer inside the unit, along with beach towels and chairs for easy days spent lounging on the sand or exploring the shoreline. Just steps from your door, you’ll find Sanibel’s famous shelling beach—a natural treasure for beachcombers of all ages.brbrPlease note: Landscaping and construction work is ongoing throughout the complex and is expected to continue through 2025. While efforts are being made to reduce any disturbances, some areas of the property may be impacted during your stay.brbrWhether you're here for sunrises, dolphin sightings, or quiet days by the sea, this condo offers a classic Sanibel Island experience with everything you need for a laid-back escape.

Gulf-Front 2-Bedroom Condo with Sweeping Views-Sleeps 6

Sanibel, Florida, United States

Bed

Bath

Sleeps

$439.96

Pointe Santo A45brbrPerched on the top floor of Building A, this beautifully designed two-bedroom beachfront penthouse offers stunning, unobstructed views of the Gulf of Mexico and an atmosphere of total relaxation. From this elevated vantage point, you’ll enjoy some of the island’s most breathtaking sunrises and sunsets, with the soothing sound of the ocean just outside your window.brbrOne of the most unique features of this penthouse is the private rooftop sundeck—a rare find on Sanibel Island. Perfect for sunbathing, stargazing, or simply taking in the expansive Gulf views, this rooftop space adds an extra layer of luxury and privacy to your stay.brbrInside, the condo offers a spacious and open layout filled with natural light. The living room is both comfortable and inviting, opening onto a screened lanai where you can relax in the shade while watching the waves roll in. The fully appointed kitchen includes a breakfast bar, and the adjacent dining room provides space for shared meals or quiet mornings with coffee.brbrThe primary bedroom features a king bed and direct access to the lanai, while the second bedroom is equipped with two twin beds. A queen sleeper sofa in the living room allows the condo to accommodate up to six guests. A dedicated workspace is also included—ideal for guests who may need to check in with the office while enjoying island life.brbrAdditional amenities include an in-unit washer and dryer, beach towels and chairs, and direct access to Sanibel’s famous shelling beach—just steps from the building.brbrPlease note: Landscaping and construction work is ongoing throughout the complex and is expected to continue through 2025. While efforts are made to minimize disruptions, some areas of the property may be affected during your stay.brbrWith its top-floor location, private rooftop retreat, and panoramic Gulf views, this penthouse condo offers a peaceful and memorable escape in one of Sanibel Island’s most desirable beachfront settings.

Gulf-Front Penthouse Condo with Rooftop Sundeck | 2 Bedrooms | Sleeps 6

Sanibel, Florida, United States

Bed

Bath

Sleeps

$628.47

Pointe Santo A44brbrPerched on the top-floor corner of Building A, this rare and stunning three-bedroom beachfront penthouse offers some of the most breathtaking views anywhere on Sanibel Island. From its elevated position and expansive private rooftop sundeck, guests can enjoy sweeping, 360-degree vistas that span the shimmering Gulf of Mexico, the island’s lush tropical landscape, a peaceful lagoon, and the sparkling community pool. Whether you're watching the sun rise over the palms or catching the last light of a Gulf sunset, the views from this penthouse are simply unforgettable.brbrThis spacious and beautifully updated condo was designed for relaxation and effortless coastal living. The open-concept layout includes a large, comfortable living room, a full dining area, and a fully equipped kitchen with a breakfast bar. The screened lanai offers shaded outdoor seating with a view, while the private rooftop sundeck provides an ideal spot for sunbathing, dining under the stars, or enjoying uninterrupted views in every direction.brbrInside, the condo features a Florida room with a second TV and additional space to unwind, along with three well-appointed bedrooms. The primary bedroom includes a king bed, the second bedroom has a queen bed, and the third offers two twin beds—perfect for families or couples traveling together.brbrAdditional amenities include an in-unit washer and dryer, beach towels and chairs, and easy access to one of the most picturesque shelling beaches on the island—just steps from your door.brbrPlease note: Landscaping and construction work is ongoing throughout the complex and is expected to continue through 2025. While efforts are made to minimize disturbances, guests should be aware that some areas of the property may be impacted during their stay.brbrOffering panoramic views, a private rooftop deck, and a tranquil beachfront setting, this top-floor condo is the perfect retreat for those seeking the very best of Sanibel Island.

Gulf-Front Penthouse Condo with Private Rooftop Sundeck | 3 Bedrooms | Sleeps 6

Sanibel, Florida, United States

Bed

Bath

Sleeps

$457.21

Pointe Santo A24brbrThis beautifully updated, direct Gulf-front 3-bedroom condo is a rare gem—offering the space, comfort, and unbeatable views that make for an unforgettable island getaway. Located on the desirable second-floor corner of Building A, this end-unit provides panoramic vistas of the Gulf of Mexico, tropical gardens, a peaceful lagoon, and the sparkling community pool.brbrWake up to the sound of the waves and enjoy your morning coffee while watching the sunrise from your private screened lanai. With large windows and an open layout, the natural light pours in, highlighting the fresh coastal décor and airy feel throughout the condo.brbr*Sleeping Arrangements:* br- Primary bedroom with king bed and en suite bath br- Two bedrooms both with queen beds br- Florida room with queen sleeper sofa (can be closed off for privacy)brbr*Features and Amenities:* br- Direct beachfront location with stunning, unobstructed Gulf views br- Fully equipped kitchen with breakfast bar br- Spacious open-concept living and dining areas br- Bright and breezy Florida room perfect for reading, relaxing, or additional sleeping space br- In-unit washer and dryer for your convenience br- Beach towels and chairs provided br- Just steps from one of the best shelling beaches in the worldbrbrWhether you’re planning a family vacation or a peaceful beach retreat, this rare 3-bedroom condo offers everything you need to relax and recharge on island time.brbr*Important Information About Ongoing Property Work* br br- Landscaping improvements will continue throughout 2025 to ensure the grounds remain lush and vibrant. br- Construction noise will continue through 2025

Gulf-Front 3-Bedroom Condo | Rare Find | Sleeps 8

Sanibel, Florida, United States

Bed

Bath

Sleeps

$489.73

Pointe Santo E4brbrWelcome to your perfect island escape—an exceptional three-bedroom, ground-floor corner suite in the highly desirable E Building at Pointe Santo. This direct beachfront residence offers sweeping, unobstructed views of the Gulf of Mexico, with the soothing sound of waves setting a peaceful, dreamlike tone from the moment you arrive.brbrSituated on the prized lakeside corner of the building, this rare gem provides a unique vantage point overlooking the turquoise waters of the Gulf, a serene inland lake, the inviting resort-style pool, and lush tropical gardens bursting with color. The private screened lanai opens directly onto the sugar-white sand—no stairs or elevators to navigate, just effortless access to one of Sanibel’s most breathtaking beaches.brbrInside, the suite is thoughtfully designed for easy island living with a casual elegance that invites relaxation:brbr- The primary bedroom features a king-sized bed and picture-perfect views of swaying palms and shimmering water. Wake to the sound of waves and watch the sunrise without leaving your bed. br- The second bedroom also offers a king bed and a peaceful outlook over the landscaped gardens and lake. br- The third bedroom is furnished with two twin beds—ideal for kids or additional guests. br- A spacious living room includes a sleeper sofa, perfect for accommodating extra visitors with ease and comfort. br- The fully equipped kitchen, complete with a breakfast bar, makes casual mornings and evening entertaining a breeze. br- A full-size dining area is perfect for enjoying meals together after a day of beachcombing and exploring.brbrOther features include an in-unit washer and dryer, beach chairs and towels, and plenty of space for everyone to relax and recharge after a day in the sun.brbrPlease note: There is ongoing landscaping and construction throughout 2025 at Pointe Santo, which may affect some common areas and views. This temporary disruption is part of ongoing improvements to ensure the property remains one of Sanibel’s premier beachfront destinations.brbrWhether you’re savoring a quiet morning coffee on the lanai or walking just steps to the shell-covered shoreline, this suite offers a rare combination of comfort, convenience, and front-row access to Sanibel’s natural beauty.brbrIsland time starts here—your paradise awaits.

Gulf-Front Ground Floor Suite -3 Bedroom- Direct Access

Sanibel, Florida, United States

Bed

Bath

Sleeps

$457.21

Set high above the shoreline on the fourth-floor corner of Building E, this stunning three-bedroom penthouse condo with a den offers an extraordinary island experience with sweeping, unobstructed views of the Gulf of Mexico. From sunrise to sunset, the views from this penthouse are nothing short of spectacular. The elevated position offers a panoramic perspective of the shimmering Gulf waters, tropical gardens, a serene lagoon, and the resort-style pool area below. The private rooftop sundeck provides a front-row seat to Sanibel Island’s most unforgettable sunsets.brbrInside, the condo is bright, open, and beautifully designed for coastal comfort. The expansive living and dining areas create a welcoming space for groups or families, with floor-to-ceiling windows that frame the Gulf and flood the space with natural light. A screened lanai adds a breezy, shaded retreat for morning coffee or quiet evenings with the sound of the waves in the background.brbrThe kitchen is fully equipped for home-style cooking, complete with a breakfast bar that encourages relaxed gathering. In addition to the three king bedrooms, a cozy den with a queen sleeper sofa offers extra sleeping space or a quiet place to unwind. Another queen sleeper in the main living area allows the condo to comfortably accommodate up to 10 guests.brbrAmenities extend beyond the unit itself. Guests have access to a Gulf-front heated swimming pool and hot tub, two championship-size tennis courts, and two pickleball courts. Gas grills and tiki huts are available for outdoor dining, and a shell washing and identification station is perfect for those who love beachcombing along Sanibel’s world-renowned shelling beaches. Families will appreciate the daily children’s recreation program offered on-site.brbrAdditional features include an in-unit washer and dryer, beach towels and chairs, and convenient beachfront access just steps from the building.brbrPlease note: Landscaping and construction projects are ongoing throughout the complex and are expected to continue through 2025. While every effort is made to reduce inconvenience, some areas of the property may be affected during your stay.brbrWith unmatched views from every angle, a private rooftop deck, and room for the whole group, this rare penthouse offers an unforgettable Sanibel Island escape.

Gulf-Front Penthouse Condo with Rooftop Sundeck | 3 Bedrooms + Den | Sleeps 10

Sanibel, Florida, United States

3

Bed

Bath

8

Sleeps

$160.58

Summary:brWelcome to The Palms- A lush tropical paradise with four cottage units and a pool nestled among awe inspiring Olde Florida landscaping. Built nearly 60 years ago but renovated in 2023, these cottages maintain a charming and cozy character while also providing guests with all of the modern convenience and accessories a savvy traveler would expect in a high end vacation rental.brbrThe Space:brConsisting of two large buildings, with two cottage units contained within each, The Palms offers guests a low-key and private setting with a private pool to boot in which to enjoy their vacation. One of the characteristics we find travelers enjoy most about The Palms is the privacy and seclusion that the resort affords them. Situated on more than 1.5 acres of resort property, guests will feel as if they have discovered a hidden island enclave, one in which they have to share with just three other traveling groups (most of which consist of just one to two travelers each). The best part of all being that The Palms is located on what is arguably the most attractive intersection on all of Sanibel Island- East Gulf and Periwinkle Way.brbrCottage three at The Palms is comprised of one large room consisting of a kitchen, living room with sleeper sofa, bathroom and detached bedroom area. The kitchen features modern appliances and is fully equipped and the cottage features flat screen TVs. The bathroom consists of a large walk in shower, vanity with built in sink, and toilet. The cottage also possesses a patio that is located directly off of the kitchen area and faces the garden and some hedges, providing guests with ample privacy.brbrPet fee of $150 per pet, please contact us to arrange to make the pet fee payment.brbrCity of Sanibel Business Tax Receipt Number - SHOM-010544brbrGuest Access:brGuests have full access to the pool, laundry facilities, and parking lot.brbrThe Neighborhood:brThe Palms of Sanibel is conveniently located on Sanibel's East End, granting easy on and off island access. It is located less than a five minute walk or bike ride to the beach.brbrGetting Around:brWe recommend bikes or a rental carbrbrOther Things to Note:brGuests must sign a rental agreement prior to the commencement of their stay.brA 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.brbrInteraction with Guests:brWe are available as often as needed but provide guests the space they desire for privacy

Private Vacation Home

The Palms Cottage Three- A Green Haven on Sanibel's East End

Sanibel, Florida, United States

Bed

Bath

Sleeps

$561.8

WELCOME TO THE **ALL-NEW** 2H AT VILLA SANIBEL! A beautifully updated unit from furniture to stainless-steel appliances to luxury vinyl plank flooring! brbrVilla Sanibel 2H is a rare condo with a second-floor vaulted loft for a 3rd sleeping area which allows the unit to comfortably accommodate up to 6 guests. This condo is just gorgeous with shades of sea glass greens & blues. The coastal vibes will relax you the minute you step foot in the door! The fully equipped kitchen will be a pleasure to prepare meals in. With a bonus pod style coffee maker along with a traditional coffee maker, toaster oven and crockpot included, you will have everything you need. Villa Sanibel provides filtered water to each unit, so your drinking water is safe and refreshing! The spacious living room has plenty of seating for all to watch your favorite shows on the smart TV with cable provided after a long day at the beach . Enjoy your days or evenings relaxing on the lanai overlooking the heated pool and taking in the Gulf breezes.brbrThere are 2 bedrooms on the main level, the primary with a king bed and en-suite bathroom and a guest room with a queen bed and a bathroom just outside the door. Additional guests can sleep in comfort in bunk beds (Full and Twin) in the loft area accessible by a spiral staircase just off the dining area. Both bedrooms are outfitted with smart TVs with access to cable as well . Secured Wi-Fi has also been updated for those that must bring some work on vacation. brbrFor your convenience, the owner provides beach chairs, an umbrella and beach towels, easily accessible in the private storage locker on the lanai. 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.br brVilla Sanibel is a small, 20-unit, quiet complex located on West Gulf Drive with easy access to Sanibel's 25 miles of paved bike trails, just minutes from Ding Darling's Bailey Tract Trail and the always popular Doc Ford's. Complex amenities include gas grills, a community heated pool and a tennis/pickleball court.br br**This condominium requires a 7-night minimum stay SATURDAY TO SATURDAY BOOKINGS ONLY**br**Please note: Villa Sanibel is a smoke-free and vape-free property.**br**1 assigned parking spot per unit. Overflow parking near the tennis courts is limited and not guaranteed.**br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay**br**2nd floor walk-up. No elevators**brSanibel Dwelling License # RDWL-008406

ALL NEW Villa Sanibel 2H, 2 Bedroom Plus Loft Condo, Overlooks Pool

Sanibel, Florida, United States

Bed

Bath

Sleeps

$449.5

Welcome to paradise at Villa Sanibel! A private, 20 unit Gulf-front complex located near all the island conveniences on West Gulf Drive with easy access to Sanibel's 25 miles of paved bike trails, just minutes from Ding Darling's Bailey Tract Trail and the always popular Doc Ford's. This community offers a heated pool, gas grills, pickleball & tennis, and outdoor showers all surrounded by lush tropical landscape. brbrStart your holiday by parking at the front door at 3A...a completely new unit and let your vacation begin! The owner has spared no expense on the beautiful coastal vibe of this condo. You and your family or friends will enjoy relaxing in this bright, airy condo with the heated pool just steps away and a short walk to the Gulf Of Mexico. brbrMeals are a breeze in the well stocked kitchen that includes a slow cooker, Ninja Kitchen Aid blender, Keurig pod and coffee pot combo and Air Fryer. Villa Sanibel provides filtered water to each unit, so drinking water is safe and refreshing! After dinner, kick back in the living room to watch your favorite movie on one of the condo's 3 SMART TV’s that has installed apps for streaming, along with high speed internet in addition to Xfinity/Comcast basic cable. Or feel free to step outside and relax on the lanai which has been equipped with antimicrobial, no-seeum proof screening to enable bug free indoor/outdoor living while taking in the Gulf breezes.brbrThe primary suite offers a king bed with en-suite bathroom with large shower and smart TV. The guest bedroom provides a queen bed, twin bed and smart TV with the bathroom just outside your door. This condo comfortably sleeps 5 people (no sofa bed). brbrThe owner provides beach chairs, umbrellas, beach towels, beach wagon and cooler, as well as beach toys, and games & puzzles are available for your entertainment.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.brbrVilla Sanibel is a small, 20-unit, quiet complex located on West Gulf Drive with easy access to Sanibel's 25 miles of paved bike trails, just minutes from Ding Darling's Bailey Tract Trail and the always popular Doc Ford's. Complex amenities include gas grills, a community heated pool and a tennis/pickleball court.br br**This condominium requires a 7-night minimum stay SATURDAY TO SATURDAY BOOKINGS ONLY**br**Please note: Villa Sanibel is a smoke-free property**br**1 assigned parking spot per unit. Overflow parking near the tennis courts is limited and not guaranteed.**br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay**br**Sanibel Dwelling License # RDWL-005978***

Villa Sanibel 3A, 2 Bedroom Condo with Ground-level Access, Overlooks Pool

Sanibel, Florida, United States

Bed

Bath

Sleeps

$297.86

Summary:brNEWLY RENOVATED IN 2025! This stunning condo is one of only twenty units available within the highly exclusive Villa Sanibel development, one of the most prized on Sanibel for its proximity to the beach. Featuring two large bedrooms and a sleeper sofa, two renovated bathrooms with modern finishes, a fully equipped kitchen, a spacious patio with beach gear, access to a luxurious community pool, tennis courts, and private beach access, this unit aims to please!brbrThe Space:brThis unit features more than 900 square feet of optimally designed island living space. Within this unit are four beds total, one king (located in the master bedroom), two twin beds (located in the guest bedroom), and one queen (located inside of the pull out sofa), in addition to two full bathrooms. Included are essentials such as in unit washer and dryer, wifi, hair dryer, microwave, range, refrigerator, and more. Additionally, guests have access to on site pool and tennis facilities, in addition to beach gear, including chairs, umbrella, floats, boogie boards, and much more.brbrGuest Access:brGuests will have access to all the amenities of the Villa Sanibel complex including a recently renovated pool, tennis courts, grills and private beach access just steps from your unit.brbrThe Neighborhood:brVilla Sanibel is located in a highly desirable location, on West Gulf Drive. Extremely close to the beach but also a quick drive away from downtown Sanibel, this unit provides the optimal balance of vacationing in a tranquil setting yet being in the middle of it all within minutes.brbrGetting Around:brUber, taxi, and car can get you to the unit.brbrOther Things to Note:brGuests must sign a rental agreement upon booking the propertybrA 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.brbrInteraction with Guests:brWe provide guests with as much privacy as they would like, yet are available in an instant as needed to address any issues, large or small. We are available through phone, text, e-mail, and in person any time assistance is needed and are equipped to handle any guest request.

Villa Sanibel 2A - Exclusive Villa Sanibel Retreat, Steps to Beach

Sanibel, Florida, United States

Bed

Bath

Sleeps

$411.34

Sanibel Siesta on the Beach, Unit 501. You will feel right at home in this comfy, fully remodeled and furnished gulf-view vacation condo just footsteps away from the Gulf of Mexico and world-renown Sanibel shelling beaches! 501 is a second level, larger 2 bedroom, 2 bath corner unit, in one of two beachfront buildings at Sanibel Siesta, *truly* gulf-view! This corner unit offers larger rooms, more natural lighting, with a full-length (26 ft.) lanai to enjoy great views of the gulf and beach. You will enjoy your morning coffee here, as you watch the sun rise over sparkling water and listen to the gentle flow of the waves. This larger unit has a second, private lanai off the master suite which features a comfy new king-size bed, large walk-in closet, and a private bath with double vanity. The guest room is beautifully decorated with two twin sized beds and a full-sized closet. The kitchen has been completely updated to include all new cabinets, stainless steel appliances and a bar for extra seating. Both baths have gorgeous full size modern walk-in showers. Other amenities include ceiling fans throughout, central air, queen-size sleeper sofa, plush linens, an iron and ironing board, hairdryers in each bath, and a starter pack of soaps, paper products, and coffee. You will also enjoy your own private and roomy garage containing beach chairs, an umbrella, and beach toys for your use. Beach towels are available in the on-site office for rent or purchase, and bikes can also be rented on-site, with paved bike trails beginning right off the parking lot. A coin-laundry and gas grills are just steps away, as is a short path to the beautiful, heated pool. All Sanibel Siesta units have elevator access, and 501 is just one door away from the elevator (as is the garage), especially nice for those with mobility issues or small children. Please view the property map included on the website to see how close this unit truly is to the beach! Sanibel Siesta offers Wi-Fi and Direct TV satellite service, with this unit offering a 78” Smart TV in the living room and two other Smart TVs in the bedrooms for your enjoyment. Just a block away is the 18-hole Sanibel Island Golf Club, and there is a full-time friendly and helpful office staff on-site to assist with your every need. Come and enjoy this fully equipped condo while playing, relaxing, and shelling on beautiful and tropical Sanibel Island! 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 six including children and infants. No Pets allowed. No Smoking please. Thanks for visiting Sanibel!

Family Friendly Beach Condo

Sanibel, Florida, United States

Bed

Bath

6

Sleeps

$372.73

**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 your island escape at this freshly remodeled 2-bedroom, 2-bathroom condo at Pointe Santo! Nestled on the second floor, this bright and stylish retreat offers everything you need for a relaxing Sanibel getaway—including peaceful views of the Gulf right from your private screened lanai.brbrThe fully upgraded kitchen features granite countertops and brand-new appliances, making it easy to whip up vacation meals. After a day at the beach, unwind in the spacious living area with a queen sleeper sofa, or gather for dinner at the dining table for six. The primary suite features a king bed and direct lanai access, while the guest bedroom offers both a queen and a twin—perfect for families or friends traveling together. Sleeps up to 6 comfortably.brbrPointe 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 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-010888brbrVRBO ID #4583351brVRBO 4583351

Island Escape with Lagoon & Gulf Views – Modern 2BR Condo

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.****brbrUnit #132 is a completely new condo on the top-floor unit with 2 bedrooms, 2 bathrooms that comfortably accommodates up to 6 guests with a king bed in the master, twin beds in the guest and a sleeper sofa in the living room. brbrNo expense was spared when planning this beautiful condo from the navy blue kitchen cabinets, luxury vinyl plank flooring, wood plank ceiling and gorgeous walk in showers! The chic coastal decor is perfect for your Sanibel holiday! brbrYou'll enjoy preparing meals in the huge kitchen with everything provided and a lot of storage for all your groceries. Enjoy your meals at the dining table for 6 or on your large lanai overlooking the Gulf of Mexico.brbrAt the end of your day of swimming & shelling, relax in the living room and enjoy your favorite movies on the large Smart TV (cable provided) or head to the lanai to watch a beautiful sunset over the Gulf, either way you can't go wrong!brbrThe owner provides high speed Wi-Fi, beach towels, a Keurig, washer/dryer and beach equipment in the storage locker. Enjoy breathtaking Gulf views from your large lanai, relax by the heated pool or walk along Sanibel’s world-renowned, shell-strewn beaches. Sand Pointe is close to all of Sanibel's shopping, dining and entertainment; making it the perfect place for your family's vacation. Elevators and covered parking available for guest use. 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 property. 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**br**Sleeper Sofa sheets available upon request only**br**Sanibel Dwelling License # RDWL-008396**

Sand Pointe 132, Top-Floor Condo, Gulf View POOL NOT OPERATIONAL

Sanibel, Florida, United States

Bed

Bath

Sleeps

$408.15

**Please note that currently a new office is being constructed between buildings B and C. brbrLocated on the West End of Sanibel Island, this tropical beachfront condominium complex is perfect for romance and relaxation or a fun family vacation. D43 is a top-floor unit which features a private rooftop sundeck. With amazing panoramic Gulf views you can relax with a morning cup of coffee or an evening cocktail while enjoying the most breathtaking sunrises and sunsets!brbrEnjoy preparing meals in the large, open kitchen, fully stocked with everything you'll need. This condo comfortably sleeps 5 people. The spacious primary bedroom has a king size bed and an en-suite bath with a walk-in shower. The guest bedroom provides a queen and twin bed and is just a few steps away from the guest bathroom with a tub/shower combination. brbrThe owner provides flat screen TV’s in each room. From your 4th floor screened lanai you can enjoy Gulf breezes and views over the tropical lagoon, heated pool, hot tub and pavilion. Enjoy a casual picnic using the gas BBQ grills around the lagoon, strike up a match on either of the 2 dedicated pickleball courts or the tennis court, or try your luck at a shuffleboard game. Then relax on one of the numerous lounge chairs around the pool or the beach. Check daily activities for the kids. Enjoy Pointe Santo's Wi-Fi hotspots at the pool, pool pavilion & common areas.brbrPointe Santo has 141 units situated in a U-Shape looking out to the Gulf of Mexico.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**Sleeper Sofa sheets available upon request only**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**br**This is a non-smoking property**brSanibel Dwelling License # RDWL-006451

Pointe Santo D43 Top-Floor Unit, Gulf Views Over Lagoon, Rooftop Sundeck

Sanibel, Florida, United States

Bed

Bath

5

Sleeps

$272.4

Gulfside Place #107: Gulf Front Living at Its FinestbrbrYour Corner of ParadiseAvailable Now!brbrDon't miss this rare opportunity to secure one of Sanibel's most sought-after vacation rentals. Gulfside Place #107 is a beautifully appointed 3-bedroom, 3-bath corner end-unit where luxury meets location, and every day begins with water views and endless possibilities.brbrPrime Position, Unmatched PrivacybrbrAs a coveted corner unit, #107 offers enhanced privacy, abundant natural light, and serene water views that will have you reaching for your morning coffee before you even leave bed. brbrStep through your primary bedroom's sliding doors onto the lanai, then descend your private outdoor staircase directly to the grand lawn, pool and beachyour personal shortcut to paradise.brbr~Designed for Comfort & Entertaining~brbrLiving & DiningbrbrUnwind on the plush sectional and club chair while enjoying gulf views or streaming your favorite shows. The open layout flows seamlessly into the oversized kitchen, where gathering feels effortless and every meal becomes an occasion.brbrGourmet KitchenbrbrCustom Bremtown cabinetry and a generously oversized center island with seating for 6 create the perfect hub for meal prep, casual dining, or evening wine tastings. The fully-equipped kitchen features Bosch appliances, premium Calphalon cookware, Williams Sonoma china and glassware, plus a convenient wine captain. brbrWhether you're preparing a beach picnic or hosting a dinner party, you'll have everything you need.brbrPrimary Suite: Your Private RetreatbrbrDrift off beneath luxurious linens on your king-sized bed, wake to water views, and enjoy evening entertainment on your Smart TV. The spa-inspired en-suite bath features a seamless glass-door shower, while the walk-in closet with custom shelving keeps everything organized. Best of all Your private lanai access and dedicated outdoor staircase mean you're steps from the beach.brbrGuest AccommodationsbrbrSecond Bedroom: Two full beds with an adjacent spacious bathroom featuring a tub/shower combinationperfect for families or friends.brbrThird Bedroom: Privately positioned on the opposite side of the condo near the living area, this room offers a full bed and en-suite bathroom with showerideal for guests who value independence.brbrThoughtful ExtrasbrbrAbundant storage with hall and entry closetsbrbrDedicated laundry room with stacked washer-dryer (detergent provided) brbrCovered assigned parking for to protect your vehicle from the island sunbrbrPrivate beach chair storagebrbrA Resort Within a ResortbrbrGulfside Place stands as one of Sanibel's most prestigious gulf-front communities, and for good reason. Situated on Middle Gulf Drive, this architectural gem sprawls across 17 lush tropical acres with 1,200 feet of pristine beachfronta rare treasure on this barrier island.brbrWorld-Class Amenities:brbrTwo low-rise buildings (East and West) with 42 spacious units eachbrbrOlympic-sized heated lap pool for each buildingbrbrSaunas in both buildingsbrbrLighted tennis and pickleball courtsbrbrShuffleboard courtsbrbrMultiple BBQ grillsbrbrCovered parkingbrbrEV charging stationbrbrState-of-the-Art Fitness Center:brbrThe clubhouse fitness room features weight machines, treadmills, free weights, stability balls, rowing machine, and more.brbrCommunity Clubhouse:brbrBeautifully furnished gathering spaces, full kitchen, and on-site manager's office ensure every need is met.brbrWith just 84 units across 17 acres, Gulfside Place delivers the perfect balance of resort amenities and peaceful, uncrowded living. The quiet, serene atmosphere lets you truly unplug and recharge.brbrLive Like a LocalbrbrGulfside Place's ideal location puts you within easy reach of Sanibel's beloved shops, galleries, and restaurants. Bike to dinner, walk to the market, or simply stroll the beach at sunsetisland living has never been easier.brbrDiscover Why Sanibel is SpecialbrbrSanibel Island consistently ranks among the Top 10 Beaches in the USA and is celebrated as a Top 3 Shelling Beach worldwide. Beyond the legendary sugar-sand shores, you'll find:brbrWorld-renowned shelling opportunitiesbrbrExceptional fishing (tarpon, redfish, snook, grouper, sea trout)brbrThe incomparable J. N. Ding Darling National Wildlife RefugebrbrBailey-Matthews Shell Museumthe world's only museum devoted entirely to shellsbrbrIncredible bird watching that draws enthusiasts from around the globebrbrBooking Details:brbr30-night minimum stay requiredbrbrRental application must be submitted to the Association for approvalbrbrSmoke-free, pet-free propertybrbrProperties at this caliber don't stay available longinquire today!brbrCity of Sanibel Licenses: SHOM-010647brbr-- ID #9653013brbr-- 9653013brbrAmenities Include:brbr- Square Footage, Est.: 1640brbr- Gulf Front: Ybrbr- Gulf View: Ybrbr- Bed Size 1st Rm/Primary: KINGbrbr- Bed Size 2nd Rm: 2 FULLbrbr- Bed Size 3rd Rm: 1 FULLbrbr- Sleeper Sofa: Nbrbr- Elevator: Ybrbr- Pool - Fresh/Salt Water: Ybrbr- Pool Heat - Electric: Ybrbr- Hot Tub / Spa: Ybrbr- BBQ Grill - Gas: Ybrbr- TVs - Smart: 3brbr- Wi-Fi: Ybrbr- Cable - Dish/Satellite: Ybrbr- Beach Chairs: Ybrbr- Tennis: Ybrbr- Pickleball Court: Ybrbr- Shuffleboard Court: Ybrbr- Linens Provided: Ybrbr- Dishwasher: Ybrbr- Microwave: Ybrbr- washer dryer: Ybrbr- Parking - Covered: Ybrbr- Parking Space - Assigned: Ybrbr- Near Beach: Ybrbr- Beach Access: Ybrbr- Golf Course: Nbrbr- Rental License No.: SHOM-010647brbr

Gulfside Place #107 ~ 3br/3ba - Gulf front living at its finest

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 111 is a corner unit filled with an abundance of sun light and offers 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 gorgeous kitchen and beautifully updated bathrooms. To complete the look, you will enjoy all new, upscale furniture & décor in coastal tones of turquoise with gorgeous tile plank wood flooring. This spacious 2-bedroom, 2-bathroom condo can comfortably accommodate up to 6 guests.brbrIt will be a breeze preparing meals in the fully stocked kitchen with stainless appliances, custom cabinetry and quartz countertops. Enjoy your meals at the dining table or out on the roomy lanai while taking in the Gulf view & breezes! After a day of swimming and shelling, relax in the living room while watching your favorite movie on one of the unit's 3 Smart TV's. brbrEnjoy Gulf views from your primary suite with a comfortable king bed and smart TV. Your spacious en-suite bathroom provides a an extended vanity with dual sinks and large, porcelain tiled, walk-in shower. Your guests will feel right at home in their space with 2 twin beds, smart TV, and is with-in steps to the second bathroom with a combo tub-shower. There is a stackable washer & dryer for your convenience. The owner has stocked this condo with beach towels, beach chairs and umbrella – 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.brbrSand Pointe is close to all of Sanibel's shopping, dining and entertainment; making it the perfect place for your family's vacation. br br**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.**br**Sleeper Sofa sheets available upon request only.**brSanibel Dwelling License # RDWL-011487

Sand Pointe 111, End Unit Condo, Gulf View POOL NOT OPERATIONAL

Sanibel, Florida, United States

Bed

Bath

Sleeps

$850.42

Sanibel’s white sand is calling and this oceanfront vacation rental is the perfect place to experience it! This 3-bedroom, 2-bath condo is located just steps away from the beach and includes access to luxurious Kings Crown community amenities like an outdoor pool and tennis courts. After exploring Lighthouse Beach Park, sip a cocktail on the private lanai and gaze at the sunset over the Gulf of Mexico. This property also offers 2,000 square feet of living space and convenient step-free access!brbr-- THE PROPERTY --brbrCommunity Pool & Tennis Courts | Scenic Lanai | 2,000 Sq Ft | In-Unit Washer/Dryer | Step-Free Access via ElevatorbrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: Air Mattress, Pack ‘n PlaybrbrOUTDOOR LIVING: Lanai w/ pool/ocean views, outdoor dining area, beach chairs/umbrella, water toysbrINDOOR LIVING: 4 flat-screen TVs, DVD players, open-concept living area, picture windows, wireless printer, en-suite bathroombrKITCHEN: Stove/oven, refrigerator, microwave, dishwasher, dishware/flatware, cooking basics, coffee makers, toaster, breakfast bar brGENERAL: Free WiFi, central air conditioning/heat, towels/linens, iron/board, hair dryer, trash bags/paper towelsbrACCESSIBILITY: Single-story unitbrPARKING: Designated parking spot (1 vehicle), overflow parking areabrbr-- THE LOCATION --brbrSAND + SUN: Sanibel Beach (0.4 miles), Lighthouse Beach Park (5 miles), Causeway Islands Park (5 miles), Bowman's Beach (6 miles), Turner Beach (8 miles)brATTRACTIONS: Sanibel Historical Museum and Village (2 miles), Bailey-Matthews National Shell Museum (2 miles), Fort Myers Fishing Pier (15 miles)brRESTAURANTS: Doc Ford's Rum Bar & Grille (1 mile), Timbers Restaurant (1 mile), The Island Cow (2 miles), Blue Giraffe Restaurant (2 miles), Cips Place Restaurant (2 miles), Island Pizza Restaurant (3 miles), Traders Restaurant on Sanibel (3 miles), MudBugs Cajun Kitchen (3 miles)brAIRPORT: Southwest Florida International Airport (28 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story unit features step-free access via elevator br- NOTE: This property sleeps 6 guests in 3 beds, with room for 7 total by using the air mattress

Luxury Sanibel Condo w/ Ocean View: Steps to Beach

Sanibel, Florida, United States

3

Bed