Home Vacation Condo Rentals By Owner In Fort Myers Beach, FL

Showing 160 Of 1143 Vacation Rentals
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$447.66

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Book your tropical stay in a 2 bedroom condo directly on the Gulf of Mexico

Fort Myers Beach, Florida, United States

Welcome to Caper Beach Club/Unit 803, a beautifully renovated and thoughtfully curated Gulf-front two-bedroom, two-bath condo designed with a modern coastal aesthetic that feels warm, relaxing, and luxurious. This tastefully furnished beachfront retreat sleeps 4 guests comfortably and features upscale finishes, serene natural tones, and stunning decor inspired by coastal living. A telescope is also provided in the unit for guests to enjoy stargazing and breathtaking Gulf views.brIdeally located just steps from the sand, the condo offers effortless access to a variety of local restaurants, boutique shops, and popular island attractions. A public trolley service runs both north and south along the island for easy exploration, along with convenient access to nearby areas such as Sanibel Island, Downtown Fort Myers River District, Bonita Springs, Naples, and Marco Island.brResort amenities include a heated Gulf-front swimming pool, tennis and pickleball courts, and picnic areas equipped with gas grills. Complimentary Wi-Fi, smart TVs for streaming, central air conditioning, ceiling fans, private in-unit laundry, and all linens and towels are provided including beach towels for your comfort and convenience. Enjoy a well-appointed laundry room with a generous countertop, perfect for folding, sorting, and organizing laundry. For your beach days, four beach chairs are provided for guests to use. The pool and the beach are just steps from your door, making every day a true vacation experience.brEntering the condo, you are welcomed into an open-concept kitchen, dining, and living area, perfectly arranged for both relaxation and entertaining. The kitchen features corian countertops, stainless steel appliances, custom cabinetry, and everything needed for dining in. A sliding barn door off the guest bedroom provides added privacy and a stylish touch. The living room is beautifully furnished with power-reclining seating, curated décor, and sliding glass doors leading to the screened-in balcony overlooking the resort pool, the beach, and the Gulf of Mexico beyond—an ideal spot to enjoy morning coffee or evening sunsets.brEach bedroom is designed with comfort in mind.br• The primary bedroom is a serene retreat designed with comfort and relaxation in mind. It features a luxurious king-size bed, a large dresser, a spacious armoire, and nightstand lamps with built-in charging ports. Enjoy the convenience of a smart TV (HDR Smart ROKU – 43”), generous closet space, and private balcony access through sliding glass doors. The en-suite bathroom offers a beautifully designed vanity with open shelving above and ample storage below, along with a stunning tiled walk-in shower— creating a spa-like experience to begin and end your day br• The guest bedroom is thoughtfully appointed to provide comfort and convenience for visitors. It features a plush king-size bed, a smart TV (HDR Smart ROKU – 43”), and generous closet space. Guests enjoy easy access to the nearby bathroom, which includes a spacious vanity with ample storage and a custom tub/shower combination-perfect for unwinding after a day at the beach.brWhether you’re enjoying sunset views from the balcony, relaxing by the pool, or spending the day on the beach, this condo offers everything you need for an unforgettable coastal getaway.brThis immaculate Gulf-front condo is the perfect choice for beach lovers, couples, or families looking for a serene and stylish island retreat.brSleeps 4 • 2 King Beds • 2 Bathrooms • No Pets Allowed
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$215.49

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Spectacular Views!! Beautifully Updated!! No Resort Fees!

Fort Myers Beach, Florida, United States

Hurricane Update: Flippers (onsite restaurant), Lover's Key State Park and the beach of Fort Myers Beach are open and as viable as ever. Several of the restaurants on the south end of Fort Myers Beach remain closed, but there are many restaurants open on the north end of the island (via trolley) and Bonita Springs shopping and dining is at100%brbrImagine yourself just steps from what the Travel Channel calls #4 of the 10 best beaches in the world! Nestled on Black Island where there are only 3 other buildings, Lover's Key Resort and views from our condo boast unprecedented water views, dolphins, manatee, sea turtles, and more. Don't confuse this unit with some of the smaller condos in the same resort. Not only are we located on the 10th floor where the views are nothing short of amazing, but our condo is much larger than many of the other units in the building. The unit has a full-size, modern, fully furnished kitchen, flat screen TV, king size bed, jacuzzi tub, separate shower, pull out sofa bed and more. Wireless Internet is also included free of charge. This is our favorite unit of the 2 that we own!!brbrOn site, the resort offers an amazing geothermal pool with a cascading waterfall, hot tub, laundry, restaurant/bar (the best one on Fort Myers Beach, in our opinion), gas grills and more. While there is a small beach at the resort itself, Lover's Key State Park is only 1 mile away and easily accessible by trolley, private vehicle or on foot. brbrLover's Key Resort is located on the more elegant and quieter, south end of the beach. Just a short trolley ride away (approx. 75 cents) is the hustle, bustle, and action of the north end of Fort Myers Beach and the famous Fort Myers Beach Times Square. There you will find countless bars, night, clubs, restaurants, and shops. Head south about 20 miles to Naples (no trolley service) and check out 5th Avenue and the world class shopping and dining that is offered there.brbrBoat rentals, fishing trips, golf courses, Everglades tours, kayaking, shelling, para-sailing, and more are all nearby.br
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Exceptional(7)

$245.26

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Gulf Front 2B/2B Dream Vacation Condo At Carlos Pointe Beach Club With Amazing Views! Gorgeous Beach! Southern Tip of Island!

Fort Myers Beach, Florida, United States

WEEKLY MINIMUM Rental. Saturday to Saturday in peak season (Dec - April).brEscape to the quiet, southern end of Fort Myers Beach and enjoy top floor gulf views at this 5-Star Carlos Pointe Condo #612brbrWhy settle for a standard rental when you can stay in a unit that feels like home Managed by the award-winning Kathy Nesbit Vacations, this 2 Bedroom/2 Bath Beachfront Vacation Condo is updated frequently to ensure 5-star shape for every guest.brbrCondo Perks: Enjoy a Gulf-front heated pool, brand-new BBQ grills, and a poolside social room with a full-sized fridge for your cold drinks.brbrStay Connected: Free high-speed WiFi, three flat-screen TVs (including HD in the living area), and in-unit washer/dryer.brbrSuperior Sleeping: King Master with a luxurious shower and guest room with twin beds—both featuring premium new mattresses.brbrBeach Lovers' Dream: Located on a wide, natural stretch of sand famous for shelling, dolphin and manatee sightings. brbrUnrivaled Views: 6th-floor vistas of Lover’s Key & sunset horizons.brbrExplore More: Take the island trolley to the north end for live music and pink gold shrimp, or bike across the bridge to Lover's Key State Park for mangrove kayaking.brbrModern Bridge Access: The southern bridge at Big Carlos Pass is open for easy travel to Bonita Springs and Naples.brbrFully Equipped: From beach towels and other beach amenities to a well-stocked kitchen with a breakfast bar, we provide everything you need for a tropical escape.br brNow booking for 2027 season! (Weekly min, Sat-Sat).brNo pets/No smoking.brbrAs the property manager and rental agent for Carlos Pointe 612 on Fort Myers Beach, Florida, Kathy Nesbit Vacations, Inc. offers the best in customer service and accommodations. We have been graciously greeting our guests from our familiar local office location on Fort Myers Beach for over 50 years and have earned our excellent reputation. Should any questions or concerns arise during your stay, you can stop by to see us. By popular vote, we have been named The Best Of Fort Myers Beach Winner for Real Estate Vacation Rental multiple times! The Kathy Nesbit Vacation Rental team has played hosts to thousands of guests and visitors to the Island over these many years and helped them to enjoy the best vacation experience possible. We love acting as tourism ambassadors for Fort Myers Beach!brbrKathy Nesbit Vacations, Inc. is proud to announce that this property has been officially registered with the Town of Fort Myers Beach and is compliant with all requirements and regulations. STR #19-0158 OPT OUT
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$120.65

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Gulf Westwind 3-3. Across the street from Beach! Resort style pool.

Fort Myers Beach, Florida, United States

MONTHLY MINIMUM RENTAL PET FRIENDLY! SMALL DOG WITH OWNER'S PRIOR APPROVAL $250 PET FEEbrbrGulf Westwind 3-3 is a newly remodeled condo located in the charming Gulf Westwind community on the north end of Fort Myers Beach. Just steps from the sand, guests can easily walk across the street to enjoy the beach, morning shelling, or unforgettable sunsets. This unit places guests close to the Fort Myers Beach Public Library and only a short car ride, a 10-minute bike ride, or a scenic 30-minute walk from Times Square, where new restaurants, shops, and the vibrant Margaritaville resort district await. Iconic local favorites such as the Lani Kai are also nearby, and the north end of the island is filled with additional restaurants and boutiques to explore. For those who prefer to head south, Snook Bight Marina—with its two waterfront restaurants, Junkanoo on the Bay and Fresh Catch Bistro—is just minutes away, and Santini Plaza continues to grow with newly opened shops and dining options.brbrThe condo welcomes guests through a screened-in Balcony located on the second floor, furnished with a table for four, creating a relaxing spot for morning coffee or evening downtime. Inside, the home opens into a large, airy living space with comfortable seating ideal for gathering, watching a movie, or enjoying the big game. The open-concept layout flows seamlessly into the dining area, which seats six, and the fully updated kitchen featuring brand-new appliances and modern finishes. The primary bedroom offers a king-sized bed, while the guest bedroom includes two twin beds, making the space perfect for families or friends traveling together. Both bathrooms have been updated and feature walk-in showers for added convenience. NO SMOKING ALLOWED. brbrGulf Westwind provides a peaceful, well-maintained environment with a community pool and shared washer and dryer facilities located nearby. With its fresh renovation, spacious layout, and unbeatable north-end location, Gulf Westwind 3-3 offers the perfect blend of comfort, convenience, and coastal charm for your Fort Myers Beach getaway.brbrWe would like to note that there is still construction occurring on the island as Fort Myers Beach rebuilds newer and stronger after Hurricane Ian. We have been hard at work to make the island beautiful again. Despite our recovery mode, we are ready to welcome visitors back and certain you will enjoy our beautifully restored, white sandy beaches and turquoise green Gulf waters. brbrAs the property manager and rental agent for Gulf Westwind 3-3 on Fort Myers Beach, Florida, Kathy Nesbit Vacations, Inc. offers the best in customer service and accommodations. We have been graciously greeting our guests from our familiar local office location on Fort Myers Beach for over 40 years and have earned our excellent reputation. Should any questions or concerns arise during your stay, you can stop by to see us. By popular vote, we have been named The Best Of Fort Myers Beach Winner for Real Estate Vacation Rental multiple times! The Kathy Nesbit Vacation Rental team has played hosts to thousands of guests and visitors to the Island over these many years and helped them to enjoy the best vacation experience possible. We love acting as tourism ambassadors for Fort Myers Beach!
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$114.14

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Gulf Westwind 3-1. Across the street from Beach! Resort style pool.

Fort Myers Beach, Florida, United States

MONTHLY MINIMUM RENTAL PET FRIENDLY! SMALL DOG WITH OWNER'S PRIOR APPROVAL $250 PET FEEbrbrGulf Westwind 3-1 is a newly remodeled condo located in the charming Gulf Westwind community on the north end of Fort Myers Beach. Just steps from the sand, guests can easily walk across the street to enjoy the beach, morning shelling, or unforgettable sunsets. This unit places guests close to the Fort Myers Beach Public Library and only a short car ride, a 10-minute bike ride, or a scenic 30-minute walk from Times Square, where new restaurants, shops, and the vibrant Margaritaville resort district await. Iconic local favorites such as the Lani Kai are also nearby, and the north end of the island is filled with additional restaurants and boutiques to explore. For those who prefer to head south, Snook Bight Marina—with its two waterfront restaurants, Junkanoo on the Bay and Fresh Catch Bistro—is just minutes away, and Santini Plaza continues to grow with newly opened shops and dining options.brbrThe condo welcomes guests through a screened-in front lanai furnished with a table for four, creating a relaxing spot for morning coffee or evening downtime. Inside, the home opens into a large, airy living space with comfortable seating ideal for gathering, watching a movie, or enjoying the big game. The open-concept layout flows seamlessly into the dining area, which seats six, and the fully updated kitchen featuring brand-new appliances and modern finishes. The primary bedroom offers a king-sized bed, while the guest bedroom includes two twin beds, making the space perfect for families or friends traveling together. Both bathrooms have been updated and feature walk-in showers for added convenience. NO SMOKING ALLOWED. brbrGulf Westwind provides a peaceful, well-maintained environment with a community pool and shared washer and dryer facilities located nearby. With its fresh renovation, spacious layout, and unbeatable north-end location, Gulf Westwind 3-1 offers the perfect blend of comfort, convenience, and coastal charm for your Fort Myers Beach getaway.brbrWe would like to note that there is still construction occurring on the island as Fort Myers Beach rebuilds newer and stronger after Hurricane Ian. We have been hard at work to make the island beautiful again. Despite our recovery mode, we are ready to welcome visitors back and certain you will enjoy our beautifully restored, white sandy beaches and turquoise green Gulf waters. brbrAs the property manager and rental agent for Gulf Westwind 3-1 on Fort Myers Beach, Florida, Kathy Nesbit Vacations, Inc. offers the best in customer service and accommodations. We have been graciously greeting our guests from our familiar local office location on Fort Myers Beach for over 40 years and have earned our excellent reputation. Should any questions or concerns arise during your stay, you can stop by to see us. By popular vote, we have been named The Best Of Fort Myers Beach Winner for Real Estate Vacation Rental multiple times! The Kathy Nesbit Vacation Rental team has played hosts to thousands of guests and visitors to the Island over these many years and helped them to enjoy the best vacation experience possible. We love acting as tourism ambassadors for Fort Myers Beach!
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Exceptional(2)

$342.82

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3BR - Waterfront Condo - Coral Crest

Fort Myers Beach, Florida, United States

Welcome to Coral Crest, your chic and sophisticated coastal escape at Sunset Gulf in Waterside, ideally located on the coveted south end of Fort Myers Beach. Professionally managed by Gulf Coast Vacation Rentals, this stunning 9th floor, 3-bedroom, 2-bathroom condo offers breathtaking water views, an elegant ambiance, and resort-style amenities that make every moment feel like vacation.brbrStep inside and instantly feel the light and bright atmosphere created by the abundant natural light flowing through the large windows and sliding glass doors. The main living space features a plush couch and comfortable chairs—perfect for unwinding after a day of adventure on the island. Slide open the doors to your private balcony, where you'll find two cozy chairs ideal for savoring your morning coffee, plus an outdoor dining table for four overlooking the sparkling water.brbrThe beautifully designed kitchen has everything you could ever need and more, complete with stainless steel appliances, expansive countertops, and two barstools for casual dining or conversation while cooking.brbrThe primary bedroom is your serene sanctuary, featuring a king-size bed, a TV, private balcony access, and sweeping water views. The attached en-suite bathroom includes dual vanities, a luxurious soaking tub, and a spacious walk-in shower.brbrThe second bedroom offers another king-size bed, a TV, and a convenient desk, perfect for setting up your remote office. The adjacent second bathroom features a large vanity and a shower/tub combo. The third bedroom also includes a king-size bed, a TV, and private access to the balcony so guests can enjoy fresh air and water views anytime.brbrLocated in the exclusive Waterside community, you'll enjoy premier amenities such as a sparkling resort-style pool, fitness center, tennis courts, walking paths, and secure gated entry. The south end of Fort Myers Beach is beloved for its quieter, more relaxed atmosphere while still offering easy access to dining, shopping, marinas, and the natural beauty of Lover's Key State Park.brbrThis elegant retreat truly captures the essence of island living—comfort, luxury, and unforgettable views at every turn.brbrYour reservation may require you to fill out a non-refundable Home Owners Association application that may request personal details. This will require you to scan a QR code for your application and return to Gulf Coast Vacation Rentals in 24-48 hours. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.
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$118.91

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Bayview Bliss Near the Beach with Resort Amenities & Sunroom - Serenity by the Shore

Fort Myers Beach, Florida, United States

Serenity by the ShorebrBeach Access # 13 @ Lanark Ave or Beach Access # 12 @ Gulf DrivebrbrYour Peaceful Bayfront Retreat Awaits!brbrDiscover the perfect blend of coastal charm and laid-back comfort at Serenity by the Shore, a sunny and inviting getaway nestled in the quiet south end of Fort Myers Beach. This welcoming retreat is designed for relaxation and easy living, where gentle bay breezes, tranquil water views, and sun-filled interiors set the tone for a truly restorative escape. Whether you're savoring slow mornings with coffee, unwinding after a beach day, or simply enjoying the calm surroundings, Serenity by the Shore invites you to relax, recharge, and feel right at home. Here's what makes this condo so special:brbrBedding Arrangement:br2 Bedrooms:brMaster Suite: King-size bed, Smart TV, direct lanai access, ensuite bathroombrGuest Bedroom 1: Queen-size bed, Smart TVbrAdditional Sleep: Sleeper sofa in the living areabrTop Features:brSleeps 6brBay Views & Coastal Serenity: Enjoy peaceful water views and lush natural surroundings that create a calm, relaxing atmosphere—perfect for unwinding and soaking in the beauty of the bay.brEnclosed Sunroom Lanai: Your private lanai offers the best of both worlds—fully enclosed for comfort, or open the sliders to let in refreshing tropical breezes while you relax and enjoy the view.brResort-Style Community Amenities: Take advantage of a heated pool, tennis courts, shuffleboard, BBQ areas, scenic walking and biking paths, and sitting areas overlooking the tranquil lagoon.brFishing Pier Access: Just steps away, the community fishing pier is ideal for casting a line or simply enjoying the waterfront scenery.brBright & Open Living Space: The open living and dining area is filled with natural light, featuring a comfortable layout that's perfect for relaxing after a day at the beach.brPrime Location Near the Beach: A short stroll brings you close to nearly 7 miles of white sandy shoreline, plus easy access to Bonita Springs, Naples, Estero, and SWFL International Airport.brTucked away in a charming bayfront community, Serenity by the Shore is a true hidden gem—offering both relaxation and recreation in one of Fort Myers Beach's most desirable locations. Whether you're planning a long, peaceful stay or a sunny seasonal escape, this inviting condo is the perfect place to settle into vacation mode. Book your stay today and experience the calm coastal lifestyle at Serenity by the Shore!brbrRoelens Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future!brbrDISCLAIMERS:br** This unit is a 30-night minimum rental. A rental application and parking pass application will need to be completed after booking and need to be submitted at least 14 days prior to occupancy.br**This home does not allow pets.brThis home has a minimum age requirement of 25 to book. Smoking is not allowed on the property.
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$201.45

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Completely Remodeled to the studs Penthouse Condo

Fort Myers Beach, Florida, United States

Hurricane Update: Flippers (onsite restaurant), Lover's Key State Park and the beaches of Fort Myers Beach are open and as viable as ever. Several of the restaurants on the south end of Fort Myers Beach remain closed, but there are many restaurants open on the north end of the island (via trolley) and Bonita Springs shopping and dining is at100%brbrPenthouse Unit with unobstructed views of the Gulf of Mexico and the beautiful 'Back Bay'. Few, if any of the units at the Lover's Key Resort offer the views that this unit does. While already stunning, this unit has gone through a complete gutted remodel in July 2021. It is one of the most stunning units in the building!! The unit comfortably sleeps 4 people, but there is a new sofa bed for guests 3 and 4.brbrNestled on Black Island where there are only 2 other resorts is Lover's Key Resort. According to the Travel Channel, Lover's Key is #4 of the top ten beaches in the world! The views from the balcony are absolutely breathtaking and virtually guarantee frequent dolphin sightings. Manatee, stingray, and sea turtles are also common sightings. Lover's Key State Park and the beach is just across the street but is currently only accessible at the main entrance to the park which is about a mile from the resort. It is accessible by trolley, private vehicle or on foot. All of the fun and nightlife of Times Square is just a short trolley ride away.brbrOn site, there is a gorgeous pool, restaurant, tiki bar, fitness room, and library where a computer and internet access are available for your use. While at the resort, stroll along on the sand of the back bay or fish from the water's edge. Boat rentals, fishing charters, Everglade Tours, golf courses, and miniature golf courses are all just a short distance away.brbrLover's Key is close to all of the action and fun of Fort Myers Beach and is only 20 miles from the world class shopping and dining found in Naples, but is quietly tucked into a tiny piece of paradise.brbrKeywords: High Rise, Beach, Waterfront
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Exceptional(12)

$297.21

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Newly Remodeled Estero Beach And Tennis Club 803C w/ Gulf View, Beachfront!

Fort Myers Beach, Florida, United States

Weekly Minimum. Saturday to Saturday only Dec. - April.brReady for a wonderful FLORIDA FAMILY FUN VACATION on FORT MYERS BEACH!!! While our island may look different as Fort Myers Beach rebuilds from Hurricane Ian, we can assure you that the beach is as spectacular as ever and all of our homes have been approved and inspected to meet your family's needs. We are Fort Myers Beach Strong and will be better than ever!brbrSun And Sand, Drinks On Ice, Welcome To Our Paradise. Come and spend your vacation in paradise! This beautifully upgraded and tastefully decorated 1 Bedroom, 1 Bath condo on Fort Myers Beach delivers everything you need! All you have to do is bring your toothbrush and swimsuit and move in! There's tile throughout; newly remodeled, fully equipped kitchen with granite countertops, and brand new stainless steel appliances, including a dishwasher and microwave; dining bar for four; comfy king sized bed; newly remodeled full bath with walk in tiled shower; large screen cable TV, towels, linens, and free WiFi in the unit. New ceiling fans in kitchen and bedroom and a small sleeper sofa for that extra guest. Bedroom can be closed off with room divider. Best of all is the beautiful view of the island and Gulf waters from your 8th floor balcony, where you can sit for hours taking in the sea breezes. There's even a Gulf view from the living room picture window. brbrThere is a STRICT NO SMOKING, NO PETS policy which has been implemented for the health and comfort of all guests and the owner. brbrFor your convenience, there are on-site laundry facilities, elevators, secured lobby entrance, BBQ grills and ample open parking. There's free cable TV service and free WIFI in the condo! All linens and towels (including beach towels) supplied.brbrThe Estero Beach And Tennis Club Resort Complex which sits on 11 acres of lush tropical vegetation offers brand NEW 4 Har-Tru Tennis and Pickleball Courts, a fountain lake, resort-sized heated pool, 7 miles of white sandy beach on the Gulf right outside your back door, great fishing, all at the southern upscale and quiet end of Fort Myers Beach AND all for the best deal on the island. brbrThe amenities are balanced with the natural beauty of sand and surf on the Gulf. You are just steps from the tranquility of the preserve, a stopping point for the migration of the rare white pelicans and roseate spoonbills. This vacation home's ideal location offers easy southbound access to the mainland. The quiet, south end of the island is the perfect place to enjoy the true island lifestyle.brbrIf you love the beach, you won't find a better vacation home for your family to make cherished memories. Sun, sand and surf await you at one of the country's top 10 beaches. Enjoy 7 miles of white sugar sand beach - watch the dolphins play, swim, fish, collect seashells, bird watch, go for a pleasure walk or healthy run, play at all kinds of water sports...and don't miss our world famous sunsets!brbrIsland times are back again! You will find food trucks, restaurants and bars opened, live music, fresh pink gold shrimp, and all the natural splendor this tropical island paradise has to offer, including our world famous sunsets. brbrTake the short ride by car or the island trolley to the north end of the island to Old San Carlos Boulevard with loads of new restaurants (and some old favorites), food trucks, bars and Bayside Park. Also at the north end of the island sits Bowditch Point Park with its turtle walk and lively beach where all the boats pass on their way out to the Gulf. You can choose to go south to Lovers Key State Park, where you can hike along nature trails, canoe or kayak along estuaries and bicycle amidst the mangroves or further south to exclusive shopping centers in Bonita and Naples. Santini Marina Plaza, just across the street, will offer you restaurants, bars, shops and a marina, where you can rent a boat or kayak and explore the Great Blue Waterway and mangrove back bays! The island's major supermarket, Publix, is open, as is Snook Bight Marina with its two lively restaurants on the Bay, and is just a 2-mile drive away. brbrWe would like to note that there is still construction occurring on the island as Fort Myers Beach rebuilds newer and stronger after Hurricane Ian. We have been hard at work to make the island beautiful again. Despite our recovery mode, we are ready to welcome visitors back and certain you will enjoy our beautifully restored, white sandy beaches and turquoise blue Gulf waters. Your vacation home has been renovated and inspected prior to your arrival.brbrAs the rental agent for Estero Beach And Tennis Club 803C on Fort Myers Beach, Florida, Kathy Nesbit Vacations, Inc. offers the best in customer service and accommodations. We have been graciously greeting our guests from our familiar local office location on Fort Myers Beach for 50 years and have earned our excellent reputation. Should any questions or concerns arise during your stay, you can stop by to see us. By popular vote, we have been named The Best Of Fort Myers Beach Winner for Real Estate Vacation Rental multiple times! The Kathy Nesbit Vacation Rental team has played hosts to thousands of guests and visitors to the Island over these many years and helped them to enjoy the best vacation experience possible. We love acting as tourism ambassadors for Fort Myers Beach!brbrKathy Nesbit Vacations, Inc. is proud to announce that this property has been officially registered with the Town of Fort Myers Beach and is compliant with all requirements and regulations. brbrSTR OPT OUT #19-0339brBuilding C brLic #19-0339 brSTRAP # 034724W10370A
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$140.31

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✨Amazing Bay Views + Amenities-Windward Point 507✨

Fort Myers Beach, Florida, United States

Top Reasons to Book Windward Point #507:brbr* Screened Lanai and Views of Estero Baybrbr* Great Onsite Amenities, including Olympic Size Pool, Hot Tub and Grillsbrbr* Community On Site Laundry Available for a Feebrbr* 0.8 Miles to Albatross Street Beach Access brbr* 4.9 Miles to Times Square brbr* Professionally ManagedbrbrWelcome to Windward Point #507. This one bedroom two bath condo features fabulous Estero Bay views, and great amenities. The living area is tastefully furnished and features floor-to-ceiling windows that provide panoramic views of the Bay, allowing you to indulge in the natural beauty of the surroundings. The fully equipped kitchen is the perfect spot to whip up a delicious meal. The bedroom offers a queen bed and an attached bathroom with walk-in shower. The living room offers a futon to allow up to 3 guests to sleep comfortably. The guest bathroom offers a tub/shower combo. The screened in lanai off the living room has a small bistro table perfect to starting your day with coffee or ending the day with your favorite libation. Come relax at Windward Point #507 on your next Fort Myers Beach vacation. brbrbrThe Bed Set-Up:brbrBedroom: QueenbrbrLiving Room: Futonbrbr**There is a mandatory application to rent this condo with a minimum stay of 1 month.brbr*This property does not allow parties of adults under the age of 25.*brbrWindward Point is an 8 story complex located on the South end of Fort Myers Beach. Perched at the end of Lenell Road this complex offers incredible views of Estero Bay. An Olympic size swimming pool, hot tub, and shuffleboard are some of the amenities that can be found. There is also an onsite coin operated laundry room. The beach is less than a mile from the complex for easy access. Fort Myers Beach Golf Club is just a block away. brbrArea Activities: brbrWelcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover's Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you'll have lots of opportunities for entertainment and dining experiences. We're excited to welcome you back.brbr400 Lenell Rd
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$170.76

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BEACHFRONT ON A BUDGET! MILLION $ VIEW! 2B/2B ISLAND VACATION CONDO!

Fort Myers Beach, Florida, United States

MONTHLY RENTAL MINIMUM from the 1st to the 1st in peak season Dec. - April. TWO WEEK RENTAL MINIMUM from May - Nov. brLIFE IS BETTER AT THE BEACH! This lovely Gulf Front 2 bedroom/2 bath condo is located in the desirable prime South Fort Myers Beach location right on the sand! The balcony offers SPECTACULAR direct views of the Gulf, perfect place to relax and enjoy that morning cup of coffee or that evening glass of wine to take in our world famous sunsets. There are comfortable furnishings and a large flat screen TV in the living room. There's a beautiful, fully equipped kitchen and a dining table for six. The master bedroom features a king sized bed, a TV, a desk for working remotely and en-suite bathroom with a tub/shower combination; while the guest bedroom features two Twins, and an en-suite guest bathroom with a walk in shower. There is a STRICT NO SMOKING, NO PETS policy which has been implemented for the health and comfort of all guests and the owner. A sleeper sofa allows the maximum occupancy as 6. brbrLocated on the 5th floor of Leonardo Arms on Fort Myers Beach, this oceanfront condo is ready for you to enjoy our wonderful Florida sunshine. Leonardo Arms features a private heated pool that overlooks the turquoise waters of the Gulf of Mexico (not the parking lot); BBQ and picnic area for grilling under a Tiki Hut; and 7 miles of gorgeous white sandy beach in your backyard where you can do some shell collecting, bird watching, dolphin watching, excellent fishing, or just embrace the laid back Florida lifestyle and soak up the sun on your morning walk. brbrFor your convenience, there is free WiFi in the unit, building elevators, ample on site parking and on-site laundry facilities on the 2nd Floor in the building. brbrIsland times are back again! You will find food trucks, restaurants and bars opened, live music, fresh pink gold shrimp, and all the natural splendor this tropical island paradise has to offer. brbrTake the short ride by car or the island trolley to the north end of the island to Old San Carlos Boulevard with loads of new restaurants (and some old favorites), food trucks, bars and Bayside Park. Also at the north end of the island sits Bowditch Point Park with its turtle walk and lively beach where all the boats pass on their way out to the Gulf. You can choose to go south to Lovers Key State Park, where you can hike along nature trails, canoe or kayak along estuaries and bicycle amidst the mangroves or further south to exclusive shopping centers in Bonita and Naples. Now open, Santini Marina Plaza, just across the street, will offer you shops, restaurants, bars and a marina, where you can rent a boat or kayak and explore the Great Blue Waterway and mangrove back bays! The island's major supermarket, Publix, is open, as is Snook Bight Marina with its two lively restaurants on the Bay, and is just a 2-mile drive away. brbrWe would like to note that there is still construction occurring on the island as Fort Myers Beach rebuilds newer and stronger after Hurricane Ian. Beach re-nourishment has been completed and the beaches are more beautiful than ever. We are ready to welcome visitors back and certain you will enjoy our beautifully restored, white sandy beaches and emerald, green Gulf waters. Your vacation home has been renovated and inspected prior to your arrival.brbrAs the rental agent for Leonardo Arms 525 on Fort Myers Beach, Florida, Kathy Nesbit Vacations, Inc. offers the best in customer service and accommodations. We have been graciously greeting our guests from our familiar local office location on Fort Myers Beach for over 50 years and have earned our excellent reputation. Should any questions or concerns arise during your stay, you can stop by to see us. By popular vote, we have been named The Best Of Fort Myers Beach Winner for Real Estate Vacation Rental multiple times! The Kathy Nesbit Vacation Rental team has played hosts to thousands of guests and visitors to the Island over these many years and helped them to enjoy the best vacation experience possible. We love acting as tourism ambassadors for Fort Myers Beach!brbrKathy Nesbit Vacations, Inc. is proud to announce that this property has been officially registered with the Town of Fort Myers Beach and is compliant with all requirements and regulations. STR #R260449
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Exceptional(6)

$197.35

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Gulffront Corner Unit | Pool, Tennis Courts & Sunset Views

Fort Myers Beach, Florida, United States

License #19-0340brbrbrbrEstero Beach & Tennis Club unit is a one-bedroom + with queen size memory foam sleeper sofa, one-bath corner unit beachfront vacation destination in this tropical paradise. This resort is comprised of three towers located on 10 acres with lush tropical vegetation and well-manicured landscaping with a pond and fountain near the entrance. Resort amenities include four clay tennis courts, BBQ grills, a heated swimming pool, and plenty of parking. A coin-operated laundry is available at ground level. The pool is just outside the lobby elevators between buildings A and B, and the beach is just steps away where seven miles of white sugar sand and surf await. Luggage carts and bellman trolleys are available at ground level to facilitate your arrival and settling in. Available for your convenience are complimentary WiFi and climate control, and all linens and towels are provided.brbrEntry is via elevator to the third floor and into the foyer, an open-plan kitchen, and living/dining area with balcony/lanai. There is tile flooring throughout. The kitchen is fully equipped to whip up any type of meal you have in mind with its hard surface countertops, stainless steel kitchen sink with disposal, refrigerator/freezer, dishwasher, range with oven, and built-in above-range microwave oven. The dining area has glass tables and seating. The living area has a queen-sized sleeper sofa, side chair, and coffee table, and opposite is a credenza with a large flat-screen TV. Windows look out to the lanai which looks out over the pool area below and a direct view of the Gulf of America with Sanibel Island in the distance. Sliding glass doors to the lanai, provide access to the furnished balcony and the gulf, beach, and pool views. Breathtaking sunsets are right in front of you as you sit peacefully on the lanai.brbrThe bedroom has a king-size bed, nightstands, an armoire, and a desk with another flat-screen TV. Windows look out over the resort grounds. Floor-to-ceiling sliding doors provide privacy when needed. The en suite bathroom has a walk-in shower, vanity and storage space beneath, and a closet with plenty of storage.brbrBeing located near the southern end of the island allows exiting the area via the less traffic-congested Bonita Springs rather than the northern route through Fort Myers Beach if you intend to visit some of the surrounding attractions of Southwest Florida. Santini Marina Plaza is directly across the street with its many restaurants and shops, and behind that on the bay is Fishtail Marina with a restaurant, boat charters, boat rentals, and docks. Taking the Trolley north takes you to the bustling Times Square area with its myriad of shops, restaurants, and nightlife. To the south is the pristine Lover's Key State Park, a natural Florida environment with beautiful white sand natural beaches, and tropical foliage.br*Coin-operated washers and dryers located on the ground level brEstero Beach & Tennis Club offers an awesome vacation destination you will surely enjoy. Be sure to call us or go online to reserve your most memorable stay in paradise!brbrbrCoastal Vacation Properties manages individual rental units and is not responsible for any construction in neighboring units, surrounding areas, or on the beach. Following hurricanes Ian, Milton, and Helene, guests should anticipate ongoing construction throughout the island. This may include construction noise, nearby building projects, increased traffic, or beach restoration efforts. We want to ensure transparency—construction is beyond our control, and we will not be offering compensation or refunds due to these conditions. By booking, guests acknowledge and accept the possibility of construction-related impacts during their stay.
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Exceptional(5)

$252.76

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Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear

Fort Myers Beach, Florida, United States

Relax in Coastal Comfort – Walk to Beach • Canal Views • Large Pool & SpabrWelcome to your tropical escape on Fort Myers Beach! This freshly renovated 2-bedroom, 2-bath condo at the Santa Maria Resort offers the perfect balance of modern comfort and laid-back island living—with canal views, a resort-style pool & hot tub, and just a 3-minute walk to the beach.brbrWhether you're planning a relaxing getaway, working remotely, or making family memories, this spacious 1,072 sq ft second-floor unit has everything you need for a seamless stay.brbrInside the CondobrStep into a bright, open-concept living and dining area, stylishly updated with modern finishes and coastal charm.brbrGourmet kitchen: Granite countertops, stainless steel appliances, and fully stocked cookwarebrbrPrivate balcony: Sip your morning coffee while watching for manatees in the peaceful canal belowbrbrLiving room: Comfy seating, flat-screen TV with cable & streaming, perfect for relaxing after the beachbrbrHigh-speed Wi-Fi: Stay connected for work or entertainmentbrbrSleeping ArrangementsbrPrimary bedroom: King bed, large walk-in closet, ensuite bath with walk-in shower, separate soaking tub, and dual sinksbrbrSecond bedroom: Two Twin beds, generous closet space, adjacent full bathroombrbrOutdoor AmenitiesbrResort-style geothermal heated pool & spabrbrCanal-front setting: Great for spotting dolphins and manateesbrbrOutdoor grilling and dining areasbrbrBeach gear provided: Chairs, umbrella, cooler, and cartbrbrIn Unit laundrybrbrOne reserved parking spot + guest parkingbrbrPrime Locationbr3-minute walk to beach access—no need to cross Estero BlvdbrbrSteps from the renovated Santini Plaza (shops, dining, and more opening throughout 2025)brbrMarina next door: Boat rentals, dolphin tours, fishing chartersbrbrShort drive to Bonita Beach & Naples for upscale shopping, dining, and nightlifebrbrEasy, Worry-Free StaybrKeyless entry for self check-inbrbrSecond-floor unit with stair and elevator accessbrbrCoded Entry into main building for added security
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