Home Vacation Rentals By Owner In Sanibel, FL

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Exceptional(7)

$260.96

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Beachfront Loggerhead Cay 472—Sunset Views, heated Pool, Pickleball & Tennis Courts, 2 Bikes + Beach Gear. Weekly Stays

Sanibel, Florida, United States

Beachfront 2 BR/2 BA condo on Sanibel’s quiet East End. Enjoy direct Gulf access, a large heated pool, tennis & pickleball, BBQs, and two complimentary bikes. The bright, coastal interior features a king suite, twin guest room, sleeper sofa, full kitchen, laundry, and enclosed lanai. Perfect for families or couples seeking shelling, biking, and sunsets on the Gulf.brbrCaihlin is available as often as needed but also provides guests with plenty of space to enjoy a relaxing and tranquil vacation. As the owner of Coastal Joy Vacation Rentals since June 2018—and with over 8 years of experience hosting in Southwest Florida—she knows what it takes to deliver a seamless stay. With more than 300 five-star reviews across several channels, including Google, you can book with confidence knowing you're in excellent hands.brbrSanibel Island is a tropical paradise known for its world-class shelling, pristine beaches, bike-friendly paths, and laid-back charm. With no high-rises and a strong commitment to preserving its natural beauty, Sanibel offers a peaceful, authentic escape.brbrThe East End of the island holds special appeal. It’s the most convenient area for off-island access via the Sanibel Causeway, meaning less traffic and quicker trips to the mainland. The East End also features the historic Sanibel Lighthouse, fishing pier, scenic beaches, charming shops, and quiet residential streets.brbrIts location makes it perfect for those who want to explore the island by bike or on foot, enjoy less crowded beaches, and access the best of Sanibel and beyond with ease.brbr Your stay includes 2 complimentary bikes, giving you the freedom to ride to the beach, local shops, restaurants, and even the iconic lighthouse—all just a short pedal away.brbrGuest access:brYou will have private access to the entire condo for the duration of your stay, including the oversized swimming pool, amazing community lounge spaces, tennis/pickleball courts and community outdoor spaces. Designated Free parking is available in the parking lot, there is additional Free guest parking too!brbrIn addition, we feature high-end linens and amenities that elevate the travel experience for any discerning guest.brbrWe have several other similar vacation rental properties on Sanibel Island & Fort Myers Beach FL, so if your travels ever take you here, please reach out. We would love to host you at any of our vacation rental properties!brbrWelcome to Loggerhead Cay 472—a beautifully refreshed coastal condo designed for comfort, connection, and easy vacation living. The condo features a remodeled, open-concept floor plan that brings the kitchen, dining, and living areas together, creating a bright, airy space perfect for families and groups. After a beach day, unwind with Smart TVs and Xfinity Cable, and sink into the comfort of brand-new guest bed mattresses for a truly restful night. Take a ride on the two beach cruiser bikes provided and explore the island at your own pace.brbrRemodeled Open Layout:brEnjoy a more open, inviting flow between the kitchen, dining, and living areas—ideal for relaxing together, sharing meals, and making vacation memories.brbrSmart TVs and Xfinity Cable make it easy to stream your favorite shows and enjoy downtime after a day in the sun.brbrWe have upgraded bed mattresses to ensure guests sleep comfortably and wake up refreshed.brbrSleeping Arrangements:brPrimary Bedroom: King bed + en suite full bathroombrbrGuest Bedroom: Built for flexible group sleeping—perfect for families, kids/teens, and friend groups, Twin-over-Queen bunk bed (twin on top, queen on bottom) plus a separate Queen bed. This is a great setup for maximizing occupancy while still offering comfortable, full-size sleeping options. There is also a Pack ' N Play in the unit!brbrStaying at Loggerhead Cay means you get resort-style amenities right outside your door:br- Waterfall Oasis Area: A guest-favorite spot to unwind in the evening—enjoy the calming waterfall ambiance after dinner or as a peaceful end to your beach day.br- Pickleball Courts and Tennis Courts, including equipment to play! I love to start my day with a pickleball match or sunset game with the family!br- Shelling & Cleaning Stations: Perfect for rinsing off your best finds and keeping sand where it belongs.br- 15+ Grills on Property: Great for casual cookouts—plan an easy dinner night without leaving the community.brbrWhy Guests Love It:br- Remodeled, open-concept feel for easy gatheringbr- Smart TVs with Xfinity Cable for streaming and downtimebr- New guest mattresses for better sleep qualitybr- Versatile twin/queen bunk + queen bed for best configuration for extra guestsbr- Loggerhead Cay amenities: waterfall oasis evenings, pickleball/tennis, shelling stations, and plenty of grills for cookoutsbrbrSanibel is very bike-friendly, with bike paths separate from the road throughout the island. Some of the best parts of Sanibel are best experienced at a slower pace, especially spotting wildlife while biking. 2 bikes are included for your stay. Inquire with Caihlin about additional bike rentals!brbrbrLoggerhead Cay 472 is located on Sanibel Island’s peaceful East End, where getting around is part of the fun. Most guests find that a car isn’t always necessary once they arrive — the island is compact, calm, and designed for biking and walking.brbrTwo complimentary bikes are provided for your stay, perfect for exploring Sanibel’s 25+ miles of scenic bike paths, local cafés, and the historic Sanibel Lighthouse just a short ride away.brbrIf you prefer to drive, free on-site parking is available, and most island attractions, shops, and restaurants are within a 5–10 minute drive.brbrTaxis and ride-share options are limited on the island, but local bike and car rental companies can deliver directly to the condo.brbrCaihlin, founder of Coastal Joy Vacation Rentals in Fort Myers, turned her passion for managing short-term vacation rentals into a thriving business. With a growing portfolio of over 15 carefully curated properties, Coastal Joy Vacation Rentals is dedicated to creating exceptional guest experiences in beautiful coastal destinations. Book with Caihlin, a 5-star host known for going above and beyond to make every stay effortless and unforgettable. Your vacation is in excellent hands—enjoy seamless check-in, exceptional communication, and thoughtful touches throughout. Best of all, there are no cleaning or checkout chores—just relax and savor every moment. You’ll leave refreshed, not rushed, and already planning your return. brbrEasy Checkout – Relax to the Very End. Your vacation should feel effortless—even when it’s time to leave. At #472, there are no cleaning check-out chores. All we ask is that you run the final dishwasher load and take out the trash—we’ll handle the rest. Leave refreshed, not rushed.brbrToll to go onto Sanibel Island via the Sanibel Causeway is $6 for a standard 2-axle vehicle if using a transponder. If you don’t have a transponder (toll-by-plate) it’s $9. SunPass, EzPass and others will work for the $6 rate. brbr Your stay includes 2 complimentary bikes, giving you the freedom to ride to the beach, local shops, restaurants, and even the iconic lighthouse—all just a short pedal away.brbrLoggerhead Cay Perksbr- Designated Free Parking + Guest Parking: Each reservation includes one designated parking spot, along with additional complimentary guest parking available onsite.br- Free High‑Speed Wi-Fi (up to 500 Mbps): Perfect for streaming, remote work, and staying connected during your stay.br- Free Xfinity Cable: Enjoy a full lineup of cable entertainment options on the in‑unit TV.br- Beach Equipment Provided: Beach chairs, umbrellas, and other essentials are available for guest use.br- Water Oasis Garden: A peaceful outdoor garden area ideal for relaxing, dining, or unwinding beneath the pergola—located conveniently near the propane grills for outdoor meals.br- Tennis & Pickleball Courts: Enjoy onsite tennis and pickleball courts. Paddles, balls, and rackets are provided for guest use.br- Shelling Stations: Two designated shell‑cleaning stations make it easy to rinse and organize your treasures from the beach.br- Bike Racks + Complimentary Bikes: Coastal Joy Vacation Rentals provides complimentary bikes, with convenient racks available throughout the property.br- In‑Unit Washer & Dryer: Private washer and dryer for guest use—no need to share laundry facilities.br- E-Bike Charging Stations on property!brbrWe provide all the beach equipment needed for fun in the sun!! br- 6 low beach chairs & 2 high style onesbr- umbrellabr- Beach cart to carry it all downbr- coolerbr- beach towelsbr- pack n playbrbrMay - October is Turtle nesting season. There are Amber lights throughout the community. brbrRental Dwelling License: SHOM- 011936
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Exceptional(96)

$600.03

/ Nightly
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E25 Direct Gulf Front is open! Beautiful and new! Saturday-Saturday

Sanibel, Florida, United States

A Saturday to Saturday stay is required. Million Dollar GULF FRONT Condo at Pointe Santo de Sanibel, soon to regain its status as the most beautiful complex on Sanibel. E25 is not a typical rental condo. Instead, plan on being awed by the view both inside and out! Custom furniture, hand blown glass fixtures, expenses not spared. Wait until you see it! Your vacation should be as nice if not better than being at home and E25 strives to bring that extra bit of luxury to your stay. We have many repeat guests and fabulous reviews! SLEEPS 5brbrFine linens, excellent mattresses, and a variety of pillow types are available for your sleep comfort. brbrThe fully equipped kitchen has granite counters and stainless appliances, full size LG front load washer/dryer! brbrWIFI, beach chairs, and towels are provided so you only have to worry about bringing your own swim suit and sun screen. We also provide a portable crib and high chair for your convenience. Each room has its own TV and dvd player. brbrOur guests return year after year. Please come visit us! You will love it.brbrTennis, beach volleyball, gas grills, tiki huts and children's programs are available to our guests or hop on a bike path and experience Sanibel's fabulous shopping, restaurants and wildlife. Golf is just a reservation away. This home's appointments are unsurpassed and luxurious with your complete comfort in mind.brbrThe king size master bedroom features a spectacular view of the ocean. The guest room features a queen + twin and a private entrance to the guest bath. Eat in the formal dining room, dine alfresco on the screened in lanai and watch the dolphins swim by. Please note: we no longer offer a sofa bed. Sleeps 5brbrKeywords: Beachfront, condo, gulf front,
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Exceptional(121)

$478.66

/ Nightly
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Beach-Front Penthouse • Private Rooftop Deck • Steps to Beach • Remodeled 2025

Sanibel, Florida, United States

SANIBEL'S CROWN JEWEL brbrPURE COASTAL LUXURY: OCEANFRONT PENTHOUSE WITH PRIVATE SUNDECK & UNOBSTRUCTED GULF MAGICbrImagine waking up to endless Gulf horizons just 50 feet from your sundeck...brbrAt the southernmost tip of Sanibel Island, this breathtaking penthouse offers the ultimate escape. Step into thebpenthouse and discover why this stunning condo has been crowned THE BEST condo rental at Pointe Santo Sanibel by Islander InsiderbrbrUNMATCHED BEACHFRONT LOCATIONbrJust 50 feet from pristine white sand beaches with unobstructed Gulf of Mexico views that stretch to infinitybrbrEXCLUSIVE PRIVATE SUNDECKbrYour own rooftop oasis accessed by a romantic spiral staircase - witness both magical sunrises and spectacular sunsets from complete privacybrbrRECENTLY REMODELED (January 2025)brEvery detail has been lovingly reimagined to create the ultimate luxury experiencebrbrCHEF'S DREAM KITCHENbrAnd cook anythingbr• Stunning granite countertops with ambient under-cabinet lightingbr• Spacious breakfast bar with Gulf viewsbr• Premium LG side-by-side refrigerator with ice & waterbr• Professional-grade appliances including range, microwave & full dishwasherbr• Brand new extra-large Maytag washer/dryerbr• Fabulous coffee maker. K-cup. br• Everything you need - from sharp knives to mixing bowls, we've got you br coveredbrbrBREATHTAKING LIVING ROOMbrYour front-row seat to the Gulf of Mexicobr• Floor-to-ceiling windows showcasing endless Gulf viewsbr• Brand new surround sofa perfect for relaxationbr• 65 Sony 4K Smart OLED TV with premium Xfinity & streaming capabilitiesbr• Elegant dining for 6 with ocean viewsbr• Dedicated workspace with computer monitorbr• Premium sound system & luxury vinyl flooring throughoutbrbrMASTER SUITE brWake up in luxury overlooking the Gulf of Mexicobr• California King bed with cooling Tempur-Pedic mattressbr• Sunrise to sunset views through floor-to-ceiling windowsbr• Walk-in luxury shower with double quartz vanitybr• 55 Smart TV & spacious walk-in closetbr• Listen to the gentle waves to help you sleepbrbrELEGANT GUEST RETREATbrComfort and style for your loved onesbr• Queen bed with premium new mattressbr• Private en-suite bathroom with walk-in showerbr• 55 Smart TV & convenient folding twin bed optionbr• Thoughtful amenities including hairdryer & ample storagebrbrSCREENED LANAIbr• Stunning Gulf views from every anglebr• Brand new Adirondack patio dining set with cushioned seats br• Remote controlled fanbr• Spiral staircase access to your private sundeckbrbrPRIVATE ROOFTOP SUNDECKbrYour exclusive hideawaybr• 360-degree unobstructed views of Gulf waters and the famous Sanibel beach br• Luxury sun loungers for ultimate relaxationbr• Elevated bar seating and table for sunset cocktailsbr• Complete privacy fencing - your own secluded paradisebr• Splinter-proof wood decking for barefoot luxurybrbrLUXURY TOUCHES & CONVENIENCEbrWe've thought of everything, so you don't have to:br• Week's supply of all essentials (soaps, detergents, paper products)br• Premium towels including beach towels for every guestbr• High-speed 300+ Mbps WiFi throughoutbr• Keyless entry with your personal codebr• Super hair dryer in each bathroombr• Multiple vacuum cleaners if neededbrbrBEACH READY IN SECONDS! brWe've got you covered with everything you need for the perfect beach day:br• EASY-ROLL BEACH CART - Load it up and roll straight to your perfect spot! br• PREMIUM BEACH CHAIRS - Sink into comfort while soaking up those raysbr• SHADE-ON-DEMAND UMBRELLA - Your personal paradise shelterbr• SANDCASTLE BUCKET & SPADES - Unleash your inner architect!brbrNo packing, no hassle, no forgetting essentials at home!brbrJust grab our fully stocked beach cart and roll into your best beach day ever!brSeaside perfection made effortless! brbrBEST IN CLASS ENTERTAINMENT br• Three premium Smart TVs (65, 55, 55)br• Xfinity with sports & entertainment packagesbr• Netflix, HBO, Disney+, Amazon Prime readybr• LG computer screen and deskbr• Cinema-quality sound systembrbrWHAT OUR GUESTS SAYbrbrBEST EVERbr5/5 Charles P.brExtremely happy with this rental. We will definitely be back! Kitchen very well stocked, very clean. Loved the welcome bottle of wine. So many wonderful touches! Not to mention the location and view! We saw dolphins from the lanai in the morning, and we were visited by an owl one evening!brbrFABULOUS CONDObr5/5 Vicki P.brWe loved this condo!!! It was beautiful and very clean! Had our own private rooftop deck. David was great to work with!!! Have never seen such a well stocked condo with shampoo, conditioner, lotion, toilet paper, Kleenex, dishwasher detergent. Was even large jug of laundry detergent but I had already brought my own. Right on the beach so the views from Lanai and rooftop were amazing. Mid island with many restaurants a few minutes away. Pointe Santo has a beautiful lake in center of buildings too. Well worth staying here!brbrBEAUTIFUL RETREATbr5/5 Beverly L.brBeautiful place to relax and enjoy a tropical vacation. Very clean and tastefully decorated. Beds were very comfortable, and kitchen equipped with what we needed. View and proximity to the beach were wonderful. Would highly recommend.brbrISLAND INSIDER, SOUTHWEST FLORIDAbrWithout question, this is the BEST condo rental available at Pointe Santo Sanibel. The views from this unit are some of the bests on Sanibel Island, or even all of Southwest Florida.brbrEXCLUSIVE WEEKLY RENTALSbrSaturday to Saturday only - Ensuring you get the full tropical experiencebrbrBOOK YOUR PLACE IN PARADISE TODAYbrDon't just vacation... Transform your world at Sanibel's most spectacular beachfront penthouse, where every sunrise brings new possibilities and every sunset creates unforgettable memories.brbrVacation just 50 feet from the sea... brbrbrKeywords: Beachfront Penthouse • Private Sundeck • Luxury Oceanfront • Sanibel Island • Family Friendly • Remodeled 2025 • 50ft from Beach
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Sleep 5

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$241.32

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1st Floor Direct Beach Access 2 Bedrooms-2 Baths, 5 Star Review, Extremely Clean

Sanibel, Florida, United States

brFirst, let me say I charge less because this is not my primary business, I enjoy doing it, and I want to make it affordable for everyone. My goal is for every guest to have a wonderful getaway.brbrI personally make sure that every guest is pleased, and am readily available when needed.br brThe property has been totally rebuilt due to the damage from Hurricane Ian. EVERYTHIG IS NEW! The pool and grills are new, tennis courts and pickleball courts are new and open. brbrThis is a ground floor 1,235 square foot condos that is beautifully decorated. You can walk right out from your screen enclosed lanai to the gardens of the center courtyard and then down to the pool and beach. It features an extra large Screened Lanai, two Bedrooms, two Baths, Great Room, Dining Area and a fully equipped kitchen.brbrEverything is new including furniture, 3 new TV’s, new flooring, new bathrooms, new impact windows and doors, new kitchen appliances, washer and dryer. The master bedroom is luxurious with a King sized bed and the guest bedroom has twin beds, with new bedding and a beach theme. Electronics include a 55” flat screen TV, a TV in each of the bedrooms, WIFI internet.brbr This condo has a well stocked kitchen with every small appliance you might need. It also includes beach chairs, sand toys, and a cart to carry everything in. brbrA heated swimming pool, tennis and pickleball courts, shuffle board and BBQ grills are just a few of the amenities at Loggerhead Cay. Smoking is not permitted within the condo.brbrLoggerhead Cay is very well maintained, landscaping is beautiful. It is located on the easily accessible east end of the island, minutes from the Causeway. Once on the island you can access Loggerhead, and its beach, while avoiding the traffic on Periwinkle.br.brThis unit is also equipped with the latest key-less entry smart-lock technology. This new key-less smart lock feature will offer the option to check-in directly to the property. With this new smart key-less entry system, your Sanibel Island vacation rental is more secure and offers other significant benefits like:brbrWe have an illuminated keypad for easy use day or night. Everyone in your group will have access using one simple code. brbrYou can proceed directly to your the property, there is no need to check in or pick up keys. brbrThis is the same when you leave, just enter the check-out code and walk away, there is no need to drop off keys.
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$515.13

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2BR Retreat at Sanibel Beach Club 2 with Hot Tub

Sanibel, Florida, United States

Welcome to Sanibel Beach Club 2, your relaxing coastal retreat on the stunning shores of Sanibel Island, Florida. Perfectly positioned just steps from the beach, this charming getaway offers the ideal setting for a peaceful vacation surrounded by natural beauty.brbrThe property features comfortable and thoughtfully designed accommodations, providing everything you need for a stress-free stay. Enjoy a bright and airy living space, a fully equipped kitchen for easy meal preparation, and cozy bedrooms designed for restful nights after sun-filled days.brbrGuests can take advantage of the outdoor pool, perfect for a refreshing swim, as well as beautifully maintained grounds that create a tranquil atmosphere. With direct access to the beach, you’ll be just moments away from Sanibel’s famous shell-strewn shoreline and breathtaking Gulf Coast sunsets.brbrLocated close to local shops, restaurants, and nature preserves, Sanibel Beach Club 2 makes it easy to explore everything the island has to offer while still enjoying a quiet and private escape.brbrWhether you're planning a romantic getaway, a family vacation, or a relaxing break by the sea, Sanibel Beach Club 2 is the perfect place to unwind and experience the best of Florida’s Gulf Coast.brFeatures and amenitiesbr• Outdoor Poolbr• Hot Tubbr• Tennis courtbr• Free bikesbr• Fully-equipped kitchenbr• Screened in balconybr• Living room-dining room combinationbr• Washer & DryerbrParkingbr• The resort offers FREE covered parking (one space per booked unit).brThings to knowbr• Front desk check-in is available Monday through Saturday, from 9:00 AM to 5:00 PM.br• State Identification Card or Driver License copy will be requested upon booking.brHouse rulesbr• Although we love our pets, none are allowed to vacation at Sanibel Beach Club 2br• The minimum age requirement of 23.br• Smoking is not allowed.br• Parties are not allowed.brLocal attractionsbr• J.N. Ding Darling National Wildlife RefugebrA renowned nature reserve with scenic drives, walking trails, and kayaking routes through mangroves. Perfect for birdwatching and spotting local wildlife.br• Bowman’s BeachbrOne of the island’s most peaceful beaches, famous for shelling, wide sandy shores, and beautiful Gulf sunsets.br• Sanibel CausewaybrA picturesque route connecting the island to the mainland, offering panoramic water views, fishing spots, and occasional dolphin sightings.br• Gulfside City Park BeachbrA family-friendly beach with picnic areas, restrooms, and calm waters—ideal for a relaxing day by the ocean.br• Sanibel Island LighthousebrA historic lighthouse built in 1884, located at the eastern tip of the island and a popular photo spot.br• Bailey-Matthews National Shell MuseumbrA unique museum dedicated to shells and marine life, featuring educational exhibits and interactive displays.br• BIG ARTS Sanibel IslandbrA vibrant arts center offering exhibitions, performances, and workshops for visitors of all ages.br• Sanibel Island Bike TrailsbrOver 25 miles of scenic paths perfect for biking, walking, and exploring the island at your own pace.
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$438.2

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Sanibel Beach Club 2 2BR Escape with Pool

Sanibel, Florida, United States

Welcome to Sanibel Beach Club 2, your relaxing coastal retreat on the stunning shores of Sanibel Island, Florida. Perfectly positioned just steps from the beach, this charming getaway offers the ideal setting for a peaceful vacation surrounded by natural beauty.brbrThe property features comfortable and thoughtfully designed accommodations, providing everything you need for a stress-free stay. Enjoy a bright and airy living space, a fully equipped kitchen for easy meal preparation, and cozy bedrooms designed for restful nights after sun-filled days.brbrGuests can take advantage of the outdoor pool, perfect for a refreshing swim, as well as beautifully maintained grounds that create a tranquil atmosphere. With direct access to the beach, you’ll be just moments away from Sanibel’s famous shell-strewn shoreline and breathtaking Gulf Coast sunsets.brbrLocated close to local shops, restaurants, and nature preserves, Sanibel Beach Club 2 makes it easy to explore everything the island has to offer while still enjoying a quiet and private escape.brbrWhether you're planning a romantic getaway, a family vacation, or a relaxing break by the sea, Sanibel Beach Club 2 is the perfect place to unwind and experience the best of Florida’s Gulf Coast.brFeatures and amenitiesbr• Outdoor Poolbr• Hot Tubbr• Tennis courtbr• Free bikesbr• Fully-equipped kitchenbr• Screened in balconybr• Living room-dining room combinationbr• Washer & DryerbrParkingbr• The resort offers FREE covered parking (one space per booked unit).brThings to knowbr• Front desk check-in is available Monday through Saturday, from 9:00 AM to 5:00 PM.br• State Identification Card or Driver License copy will be requested upon booking.brHouse rulesbr• Although we love our pets, none are allowed to vacation at Sanibel Beach Club 2br• The minimum age requirement of 23.br• Smoking is not allowed.br• Parties are not allowed.brLocal attractionsbr• J.N. Ding Darling National Wildlife RefugebrA renowned nature reserve with scenic drives, walking trails, and kayaking routes through mangroves. Perfect for birdwatching and spotting local wildlife.br• Bowman’s BeachbrOne of the island’s most peaceful beaches, famous for shelling, wide sandy shores, and beautiful Gulf sunsets.br• Sanibel CausewaybrA picturesque route connecting the island to the mainland, offering panoramic water views, fishing spots, and occasional dolphin sightings.br• Gulfside City Park BeachbrA family-friendly beach with picnic areas, restrooms, and calm waters—ideal for a relaxing day by the ocean.br• Sanibel Island LighthousebrA historic lighthouse built in 1884, located at the eastern tip of the island and a popular photo spot.br• Bailey-Matthews National Shell MuseumbrA unique museum dedicated to shells and marine life, featuring educational exhibits and interactive displays.br• BIG ARTS Sanibel IslandbrA vibrant arts center offering exhibitions, performances, and workshops for visitors of all ages.br• Sanibel Island Bike TrailsbrOver 25 miles of scenic paths perfect for biking, walking, and exploring the island at your own pace.
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$419.24

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Sanibel Beach Club 2 Beachfront 2BR with Pool

Sanibel, Florida, United States

Welcome to Sanibel Beach Club 2, your relaxing coastal retreat on the stunning shores of Sanibel Island, Florida. Perfectly positioned just steps from the beach, this charming getaway offers the ideal setting for a peaceful vacation surrounded by natural beauty.brbrThe property features comfortable and thoughtfully designed accommodations, providing everything you need for a stress-free stay. Enjoy a bright and airy living space, a fully equipped kitchen for easy meal preparation, and cozy bedrooms designed for restful nights after sun-filled days.brbrGuests can take advantage of the outdoor pool, perfect for a refreshing swim, as well as beautifully maintained grounds that create a tranquil atmosphere. With direct access to the beach, you’ll be just moments away from Sanibel’s famous shell-strewn shoreline and breathtaking Gulf Coast sunsets.brbrLocated close to local shops, restaurants, and nature preserves, Sanibel Beach Club 2 makes it easy to explore everything the island has to offer while still enjoying a quiet and private escape.brbrWhether you're planning a romantic getaway, a family vacation, or a relaxing break by the sea, Sanibel Beach Club 2 is the perfect place to unwind and experience the best of Florida’s Gulf Coast.brFeatures and amenitiesbr• Outdoor Poolbr• Hot Tubbr• Tennis courtbr• Free bikesbr• Fully-equipped kitchenbr• Screened in balconybr• Living room-dining room combinationbr• Washer & DryerbrParkingbr• The resort offers FREE covered parking (one space per booked unit).brThings to knowbr• Front desk check-in is available Monday through Saturday, from 9:00 AM to 5:00 PM.br• State Identification Card or Driver License copy will be requested upon booking.brHouse rulesbr• Although we love our pets, none are allowed to vacation at Sanibel Beach Club 2br• The minimum age requirement of 23.br• Smoking is not allowed.br• Parties are not allowed.brLocal attractionsbr• J.N. Ding Darling National Wildlife RefugebrA renowned nature reserve with scenic drives, walking trails, and kayaking routes through mangroves. Perfect for birdwatching and spotting local wildlife.br• Bowman’s BeachbrOne of the island’s most peaceful beaches, famous for shelling, wide sandy shores, and beautiful Gulf sunsets.br• Sanibel CausewaybrA picturesque route connecting the island to the mainland, offering panoramic water views, fishing spots, and occasional dolphin sightings.br• Gulfside City Park BeachbrA family-friendly beach with picnic areas, restrooms, and calm waters—ideal for a relaxing day by the ocean.br• Sanibel Island LighthousebrA historic lighthouse built in 1884, located at the eastern tip of the island and a popular photo spot.br• Bailey-Matthews National Shell MuseumbrA unique museum dedicated to shells and marine life, featuring educational exhibits and interactive displays.br• BIG ARTS Sanibel IslandbrA vibrant arts center offering exhibitions, performances, and workshops for visitors of all ages.br• Sanibel Island Bike TrailsbrOver 25 miles of scenic paths perfect for biking, walking, and exploring the island at your own pace.
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$419.24

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2BR Stay at Sanibel Beach Club 2 with Tennis Court

Sanibel, Florida, United States

Welcome to Sanibel Beach Club 2, your relaxing coastal retreat on the stunning shores of Sanibel Island, Florida. Perfectly positioned just steps from the beach, this charming getaway offers the ideal setting for a peaceful vacation surrounded by natural beauty.brbrThe property features comfortable and thoughtfully designed accommodations, providing everything you need for a stress-free stay. Enjoy a bright and airy living space, a fully equipped kitchen for easy meal preparation, and cozy bedrooms designed for restful nights after sun-filled days.brbrGuests can take advantage of the outdoor pool, perfect for a refreshing swim, as well as beautifully maintained grounds that create a tranquil atmosphere. With direct access to the beach, you’ll be just moments away from Sanibel’s famous shell-strewn shoreline and breathtaking Gulf Coast sunsets.brbrLocated close to local shops, restaurants, and nature preserves, Sanibel Beach Club 2 makes it easy to explore everything the island has to offer while still enjoying a quiet and private escape.brbrWhether you're planning a romantic getaway, a family vacation, or a relaxing break by the sea, Sanibel Beach Club 2 is the perfect place to unwind and experience the best of Florida’s Gulf Coast.brFeatures and amenitiesbr• Outdoor Poolbr• Hot Tubbr• Tennis courtbr• Free bikesbr• Fully-equipped kitchenbr• Screened in balconybr• Living room-dining room combinationbr• Washer & DryerbrParkingbr• The resort offers FREE covered parking (one space per booked unit).brThings to knowbr• Front desk check-in is available Monday through Saturday, from 9:00 AM to 5:00 PM.br• State Identification Card or Driver License copy will be requested upon booking.brHouse rulesbr• Although we love our pets, none are allowed to vacation at Sanibel Beach Club 2br• The minimum age requirement of 23.br• Smoking is not allowed.br• Parties are not allowed.brLocal attractionsbr• J.N. Ding Darling National Wildlife RefugebrA renowned nature reserve with scenic drives, walking trails, and kayaking routes through mangroves. Perfect for birdwatching and spotting local wildlife.br• Bowman’s BeachbrOne of the island’s most peaceful beaches, famous for shelling, wide sandy shores, and beautiful Gulf sunsets.br• Sanibel CausewaybrA picturesque route connecting the island to the mainland, offering panoramic water views, fishing spots, and occasional dolphin sightings.br• Gulfside City Park BeachbrA family-friendly beach with picnic areas, restrooms, and calm waters—ideal for a relaxing day by the ocean.br• Sanibel Island LighthousebrA historic lighthouse built in 1884, located at the eastern tip of the island and a popular photo spot.br• Bailey-Matthews National Shell MuseumbrA unique museum dedicated to shells and marine life, featuring educational exhibits and interactive displays.br• BIG ARTS Sanibel IslandbrA vibrant arts center offering exhibitions, performances, and workshops for visitors of all ages.br• Sanibel Island Bike TrailsbrOver 25 miles of scenic paths perfect for biking, walking, and exploring the island at your own pace.
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Sleep 6

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$419.24

/ Nightly
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2BR Getaway at Sanibel Beach Club 2 with Tennis

Sanibel, Florida, United States

Welcome to Sanibel Beach Club 2, your relaxing coastal retreat on the stunning shores of Sanibel Island, Florida. Perfectly positioned just steps from the beach, this charming getaway offers the ideal setting for a peaceful vacation surrounded by natural beauty.brbrThe property features comfortable and thoughtfully designed accommodations, providing everything you need for a stress-free stay. Enjoy a bright and airy living space, a fully equipped kitchen for easy meal preparation, and cozy bedrooms designed for restful nights after sun-filled days.brbrGuests can take advantage of the outdoor pool, perfect for a refreshing swim, as well as beautifully maintained grounds that create a tranquil atmosphere. With direct access to the beach, you’ll be just moments away from Sanibel’s famous shell-strewn shoreline and breathtaking Gulf Coast sunsets.brbrLocated close to local shops, restaurants, and nature preserves, Sanibel Beach Club 2 makes it easy to explore everything the island has to offer while still enjoying a quiet and private escape.brbrWhether you're planning a romantic getaway, a family vacation, or a relaxing break by the sea, Sanibel Beach Club 2 is the perfect place to unwind and experience the best of Florida’s Gulf Coast.brFeatures and amenitiesbr• Outdoor Poolbr• Hot Tubbr• Tennis courtbr• Free bikesbr• Fully-equipped kitchenbr• Screened in balconybr• Living room-dining room combinationbr• Washer & DryerbrParkingbr• The resort offers FREE covered parking (one space per booked unit).brThings to knowbr• Front desk check-in is available Monday through Saturday, from 9:00 AM to 5:00 PM.br• State Identification Card or Driver License copy will be requested upon booking.brHouse rulesbr• Although we love our pets, none are allowed to vacation at Sanibel Beach Club 2br• The minimum age requirement of 23.br• Smoking is not allowed.br• Parties are not allowed.brLocal attractionsbr• J.N. Ding Darling National Wildlife RefugebrA renowned nature reserve with scenic drives, walking trails, and kayaking routes through mangroves. Perfect for birdwatching and spotting local wildlife.br• Bowman’s BeachbrOne of the island’s most peaceful beaches, famous for shelling, wide sandy shores, and beautiful Gulf sunsets.br• Sanibel CausewaybrA picturesque route connecting the island to the mainland, offering panoramic water views, fishing spots, and occasional dolphin sightings.br• Gulfside City Park BeachbrA family-friendly beach with picnic areas, restrooms, and calm waters—ideal for a relaxing day by the ocean.br• Sanibel Island LighthousebrA historic lighthouse built in 1884, located at the eastern tip of the island and a popular photo spot.br• Bailey-Matthews National Shell MuseumbrA unique museum dedicated to shells and marine life, featuring educational exhibits and interactive displays.br• BIG ARTS Sanibel IslandbrA vibrant arts center offering exhibitions, performances, and workshops for visitors of all ages.br• Sanibel Island Bike TrailsbrOver 25 miles of scenic paths perfect for biking, walking, and exploring the island at your own pace.
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$419.24

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Condo

Sanibel Beach Club 2 2BR Stay with Outdoor Pool

Sanibel, Florida, United States

Welcome to Sanibel Beach Club 2, your relaxing coastal retreat on the stunning shores of Sanibel Island, Florida. Perfectly positioned just steps from the beach, this charming getaway offers the ideal setting for a peaceful vacation surrounded by natural beauty.brbrThe property features comfortable and thoughtfully designed accommodations, providing everything you need for a stress-free stay. Enjoy a bright and airy living space, a fully equipped kitchen for easy meal preparation, and cozy bedrooms designed for restful nights after sun-filled days.brbrGuests can take advantage of the outdoor pool, perfect for a refreshing swim, as well as beautifully maintained grounds that create a tranquil atmosphere. With direct access to the beach, you’ll be just moments away from Sanibel’s famous shell-strewn shoreline and breathtaking Gulf Coast sunsets.brbrLocated close to local shops, restaurants, and nature preserves, Sanibel Beach Club 2 makes it easy to explore everything the island has to offer while still enjoying a quiet and private escape.brbrWhether you're planning a romantic getaway, a family vacation, or a relaxing break by the sea, Sanibel Beach Club 2 is the perfect place to unwind and experience the best of Florida’s Gulf Coast.brFeatures and amenitiesbr• Outdoor Poolbr• Hot Tubbr• Tennis courtbr• Free bikesbr• Fully-equipped kitchenbr• Screened in balconybr• Living room-dining room combinationbr• Washer & DryerbrParkingbr• The resort offers FREE covered parking (one space per booked unit).brThings to knowbr• Front desk check-in is available Monday through Saturday, from 9:00 AM to 5:00 PM.br• State Identification Card or Driver License copy will be requested upon booking.brHouse rulesbr• Although we love our pets, none are allowed to vacation at Sanibel Beach Club 2br• The minimum age requirement of 23.br• Smoking is not allowed.br• Parties are not allowed.brLocal attractionsbr• J.N. Ding Darling National Wildlife RefugebrA renowned nature reserve with scenic drives, walking trails, and kayaking routes through mangroves. Perfect for birdwatching and spotting local wildlife.br• Bowman’s BeachbrOne of the island’s most peaceful beaches, famous for shelling, wide sandy shores, and beautiful Gulf sunsets.br• Sanibel CausewaybrA picturesque route connecting the island to the mainland, offering panoramic water views, fishing spots, and occasional dolphin sightings.br• Gulfside City Park BeachbrA family-friendly beach with picnic areas, restrooms, and calm waters—ideal for a relaxing day by the ocean.br• Sanibel Island LighthousebrA historic lighthouse built in 1884, located at the eastern tip of the island and a popular photo spot.br• Bailey-Matthews National Shell MuseumbrA unique museum dedicated to shells and marine life, featuring educational exhibits and interactive displays.br• BIG ARTS Sanibel IslandbrA vibrant arts center offering exhibitions, performances, and workshops for visitors of all ages.br• Sanibel Island Bike TrailsbrOver 25 miles of scenic paths perfect for biking, walking, and exploring the island at your own pace.
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Exceptional(7)

$949.64

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Condo

Executive Beachfront Penthouse at Sundial of Sanibel

Sanibel, Florida, United States

Summary:brbrWelcome to Sundial K402, your executive beachfront retreat! Located within the exclusive Sundial Resort, this stunning two bedroom, two bath residence features panoramic gulf front views from practically every room. Situated on the top floor of the K building, you are a matter of feet from the beach, pool, and on-site restaurants. Don't miss out on the opportunity to experience one of Sanibel's finest properties!brbrbrbrThe Space:brbrSundial K402 is located within Sundial West, which is a part of the world renowned Sundial community. Sundial is known for its white sugar sand beaches and fantastic amenities. This unit was fully renovated in 2025 with top of the line finishes and decor, aiming to please even the most discerning of guests. Featuring a master bedroom with King bed and en-suite bathroom, a guest bedroom with 2 queen beds, and a pullout sofa in the living room, this unit is ideal for larger parties. The fully equipped kitchen includes all of the cookware one would require to prepare even the most gourmet of meals during their trip and in-unit washer and dryer combo will make doing laundry a breeze. Enjoy crisp, cool, breezes from the comfort of your oversized lanai as you sip coffee in the morning.brbrbrbrGuest Access:brbrGuests have access to the amenities of Sundial West, including a large heated pool, private beach access just steps from your unit as well as all on-site restaurants and shops.brbrbrbrThe Neighborhood:brbrSundial of Sanibel is located on Middle Gulf Drive, perfectly situated between the East and West Ends of Sanibel Island. A quick stroll into the mainland, yet secluded enough as to maintain your privacy and atmosphere of tranquility throughout your stay. Convenience as desired!brbrbrbrGetting Around:brbrWe recommend bikes or a rental car, although neither is absolutely necessary to fully enjoy this residence.brbrbrbrOther Things to Note:brbrGuests must sign a rental agreement and liability waiver before checking in. A non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as needed, yet provide guests the space and serenity they desire while on a much needed retreat. Our office staff is available by messaging, e-mail, or phone 24/7.
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Exceptional(6)

$310.43

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Private Vacation Home

2 Minute Stroll To The Beach From The 'Beach House'

Sanibel, Florida, United States

At the top of the road you can ride the bike path as it winds past the old settlers' cemetery, or walk up the road into Algiers City Park. Four houses down Southwinds is the private beach access to the Gulf of Mexico beaches.brbrThe beach house is freshly painted, and the large, soft turquoise master bedroom has a king bed, and a reading/TV watching area with leather Lazyboy recliner. The Master Bathroom's spa-like shower, in tumbled travetine and turquoise sea-glass is large enough for two. With your safety in mind our shower design includes a bench and grab bar. brbrThe large guest bedroom, in calming blue, has a queen bed and leather Lazboy recliner and reading table.brbrThe living room has soaring cathedral ceilings, and natural wood trim, adjoining a 30 foot screened porch to enjoy your morning coffee, and your evening glass of wine. Six glass doors slide aside to open the living/dining room to the sights and sounds of outdoors.brbrThe cottage kitchen has dishwasher, microwave, fridge and stove, and lots of pull out shelves and cupboard space. The washer and dryer is on the main level between the bedrooms and kitchen for convenience.brbrThe completely screened downstairs includes the heated pool, several sitting areas to meet your desire to be in the sun or shade. Also downstairs, right beside the pool, is the Gathering Room. This cool room, with a turquoise epoxied floor, has a man door, and also a garage door that opens the room up completely to the pool. You'll find a mini-fridge, plastic glasses and plates, coffee maker, books and games, and a single daybed that makes into a king bed.brbrBeside the Gathering room is the newly renovated cottage-like bathroom with white subway tile with blue/green glass tile trim shower, toilet and vanity. Wooden racks hold lots of colorful beach towels.brbr Beach chairs, umbrellas and coolers for your trip to the beach, and a Weber grill on the back deck.brbrThe back yard is Conservation land, affording privacy, and the property is beautifully landscaped with Coconut Palms, Banana trees, and flowering shrubs.brbrKick off your shoes, relax and escape to paradise at Southwinds . Life is Good.brbrbr
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$486.03

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Private Vacation Home

Dog friendly (with owner approval) 5 bedroom/3 bath home in East Rocks.

Sanibel, Florida, United States

Welcome to Club Red! Located in the beloved East Rocks community and just 0.2 miles from Sanibel's famous shell-strewn beaches and breathtaking sunsets. Newly built and boasting 5 bedrooms and 3 bathrooms, every member of the family (8 people maximum occupancy) will have a plenty of space to relax in privacy. brbrAs you enter, you will be greeted by an open floor plan perfect for entertaining or everyday living. Enjoy preparing meals in the stunning kitchen with quartz counters, custom cabinetry, stainless steel appliances and an expansive island counter. A comfortable living room with a large smart TV (no cable) and large dining table complete the living area, perfect for family time or entertaining guests. Just off the living space is a large screened in lanai with a dining area on the upper deck and a private, heated pool on the ground level that is perfect for lounging beside or floating in, pick your favorite or do both! From the lanai and pool area you can enjoy gorgeous lake views and glimpses of Sanibel's local wildlife.brbrThe primary suite is off to one side of the home with a spacious en-suite bathroom and views of the pool and lake. Four guest bedrooms and 2 bathrooms are just off the dining area. A laundry room with a full-size washer and dryer, large pantry area, garage space for the car and storage of beach equipment including wagon, chairs and umbrellas make this the perfect rental you love to call your home away from home!brbrSanibel Holiday's units are equipped with the latest Wi-Fi enabled locks offering easy check in and check out with no need to pick up or return keys. Everyone in the family can have access with one simple and, most importantly, secure code.brbr**This home is a monthly rental that requires a 28 night minimum stay beginning on the 1st of the month.**br**No smoking or vaping in home**br**Sanibel Holiday cannot offer compensation or refunds due to closed amenities during your stay**brRental Dwelling License# RDWL-010746
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$419.24

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Condo

Sanibel Beach Club 2 2BR Condo Steps from Beach

Sanibel, Florida, United States

Welcome to Sanibel Beach Club 2, your relaxing coastal retreat on the stunning shores of Sanibel Island, Florida. Perfectly positioned just steps from the beach, this charming getaway offers the ideal setting for a peaceful vacation surrounded by natural beauty.brbrThe property features comfortable and thoughtfully designed accommodations, providing everything you need for a stress-free stay. Enjoy a bright and airy living space, a fully equipped kitchen for easy meal preparation, and cozy bedrooms designed for restful nights after sun-filled days.brbrGuests can take advantage of the outdoor pool, perfect for a refreshing swim, as well as beautifully maintained grounds that create a tranquil atmosphere. With direct access to the beach, you’ll be just moments away from Sanibel’s famous shell-strewn shoreline and breathtaking Gulf Coast sunsets.brbrLocated close to local shops, restaurants, and nature preserves, Sanibel Beach Club 2 makes it easy to explore everything the island has to offer while still enjoying a quiet and private escape.brbrWhether you're planning a romantic getaway, a family vacation, or a relaxing break by the sea, Sanibel Beach Club 2 is the perfect place to unwind and experience the best of Florida’s Gulf Coast.brFeatures and amenitiesbr• Outdoor Poolbr• Hot Tubbr• Tennis courtbr• Free bikesbr• Fully-equipped kitchenbr• Screened in balconybr• Living room-dining room combinationbr• Washer & DryerbrParkingbr• The resort offers FREE covered parking (one space per booked unit).brThings to knowbr• Front desk check-in is available Monday through Saturday, from 9:00 AM to 5:00 PM.br• State Identification Card or Driver License copy will be requested upon booking.brHouse rulesbr• Although we love our pets, none are allowed to vacation at Sanibel Beach Club 2br• The minimum age requirement of 23.br• Smoking is not allowed.br• Parties are not allowed.brLocal attractionsbr• J.N. Ding Darling National Wildlife RefugebrA renowned nature reserve with scenic drives, walking trails, and kayaking routes through mangroves. Perfect for birdwatching and spotting local wildlife.br• Bowman’s BeachbrOne of the island’s most peaceful beaches, famous for shelling, wide sandy shores, and beautiful Gulf sunsets.br• Sanibel CausewaybrA picturesque route connecting the island to the mainland, offering panoramic water views, fishing spots, and occasional dolphin sightings.br• Gulfside City Park BeachbrA family-friendly beach with picnic areas, restrooms, and calm waters—ideal for a relaxing day by the ocean.br• Sanibel Island LighthousebrA historic lighthouse built in 1884, located at the eastern tip of the island and a popular photo spot.br• Bailey-Matthews National Shell MuseumbrA unique museum dedicated to shells and marine life, featuring educational exhibits and interactive displays.br• BIG ARTS Sanibel IslandbrA vibrant arts center offering exhibitions, performances, and workshops for visitors of all ages.br• Sanibel Island Bike TrailsbrOver 25 miles of scenic paths perfect for biking, walking, and exploring the island at your own pace.
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$240.68

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Condo

Loggerhead Cay 342 Sanibel Island Vacation Rental

Sanibel, Florida, United States

Loggerhead Cay 342 is a very nice 2nd floor, two bedroom/two bathroom vacation rental condominium located on world renowned Sanibel Island, Florida. Our condo features a spacious floor plan with a full kitchen, living area with sleeper sofa and screened lanai perfect for relaxing and enjoying the warm Island Breeze. You will even get a partial view of the Gulf of Mexico. The master bedroom suite has a king sized bed and en-suite bathroom while the guest bedroom has two full sized beds. Loggerhead Cay complex has a very large heated pool, bbq grills, tennis courts and is located on the beach. We'll look forward to welcoming you to our vacation home away from home soon! The new owners have re-painted the condo in more subtle blue tones along with all new, modern, beach decor and furniture. brbr*Important Note: This rental does not include beach chairs or umbrellas. Instead, we’ve partnered with VayKLife to provide you with a credit toward beach essentials like chairs, umbrellas, coolers, wagons, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. While some of our homes may have beach gear on-site, availability varies, and we cannot guarantee specific items will be provided. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.brbr*Important Note: E-bikes are not allowed on the property or inside the units. We kindly ask all guests to adhere to this policy to ensure the safety and comfort of everyone staying with us.brbr*Important Note: The elevators are currently functional; however, as they are mechanical items, we cannot guarantee they will remain operational during your stay. Please note that refunds will not be issued in the event of elevator malfunctions.brbr***Due to the aftermath of the storms Helene and Milton, the island is currently in a restoration phase. Please be aware that many amenities may not be open or readily accessible during your visit, including limited restaurant options and activities. Additionally, nearby ongoing construction may create noise and other disturbances that we have no control over.***brbrCity of Sanibel Dwelling License #21958
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$173.35

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Condo

Cute and Comfy Retreat on Sanibel Island, Pool, Bikes

Sanibel, Florida, United States

Summary:brbrWelcome to Tennisplace D22! A picturesque island sanctuary located just over the Sanibel Causeway near beaches, restaurants, shopping, and featuring easy on/off island access. Quaint and charmingly furnished, this residence is just steps from a small private beach and biking trails. Tennis Place is the perfect choice for intimate travelers looking for time to reconnect, and for independent travelers passing through or meeting up with family and friends. You can't help but end up on Island Time with the fresh cheerful colors and thoughtful touches that adorn this 1 bedroom 1 bathroom residence. Enjoy new furnishings and a fully equipped kitchen with a casual breakfast bar for morning coffee before hitting the beach, pool, or bike trails. The master bedroom is spacious and thoughtfully laid out with airy natural light and conveniently located by the bathroom with a tub/shower combination. Tennis Places' favorable location as the first turn after the Causeway Islands allows you to skip the dreaded beach traffic and get right to the good times! Enjoy community perks such as the heated pool, tennis courts, gas grill and on site laundering to round out a stress free stay in Paradise!brbrbrbrThe Space:brbrThe residence features a large living room with kitchen, a separate bedroom, and one bathroom. The bedroom is equipped with a comfy king bed and flat screen TV. The bathroom features a large updated vanity with quartz top and a shower/tub combination. The kitchen is fully equipped with a large breakfast bar. The living room includes a queen sleeper sofa and features a flat screen TV. On the front patio, guests can enjoy seating for up to two with a large patio table facing the pool.brbrbrbrCity of Sanibel Dwelling License Number RDWL-006352brbrbrbrGuest Access:brbrGuests have access to the heated pool, tennis courts, grills, and on site laundry.brbrbrbrOther Things to Note:brbrGuests must complete a rental agreement upon booking.brbrA non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as needed for the convenience of our guests!
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