Home Vacation Rentals By Owner In Fort Myers, FL

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Very Good(1)

$102.92

/ Nightly
Condo

2BR/2Bath Condo in Gated Golf Community with great view of the Kelly Greens GC.

Fort Myers, Florida, United States

Located in Fort Myers, this newly renovated condo offers golf, tennis, pickleball, as well as a top-notch clubhouse (restaurant, bar, gym, pool) with membership transfer. A private retreat for guests seeking comfort and convenience in a gated community. brbrThe master bedroom features a private full bathroom and a walk-in closet. The second bedroom offers two full beds, its own private full bathroom, and ample closet space. Whether you are inside enjoying the massive 65 TV or lounging on the balcony watching members tee off across the water, the sunset views are spectacular. The fully equipped kitchen is ready to host your next romantic dinner or family get-together. This condo feels like a true home away from home.brbrFrom the moment you drive onto the property through the electronically monitored gates, you will be impressed with the quality of the grounds and the feeling of safety Kelly Greens affords every guest. Country Club membership is transferable for a small fee ($400 for 1-3 months, $600 for up to 6 months to be paid by the renter) provides access to all facilities. A true golfer's paradise with a world-class course where sixteen of the eighteen holes require navigating water. Welcome to Florida!brbrThe centerpiece of Kelly Greens is a Par 72 championship golf course designed by architect Gordon Lewis. The Bermuda grass golf course offers a challenge to golfers at all skill levels. Eight sets of tees modify the course length, from 4,455 to 7,028 yards. Facilities also include a full practice range with over 20 grass hitting stations, an extensive short game practice area and a 9,000 square foot putting green, all maintained exactly like the golf course.brbrNearby restaurants, convenient shopping, Choices of bay or ocean beach destinations are just a short drive away and make the location filled with new experiences for the adventurer.brbrSecuirty deposit, special pricing and availability details based on length of stay.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(1)

$242.86

/ Nightly
Private Vacation Home

Villa Water's Edge - Heated Pool & River Access

Fort Myers, Florida, United States

Welcome to Villa Water's Edge, a highly sought-after canal-front retreat just minutes from downtown Fort Myers, offering direct access to the Caloosahatchee River. Whether you’re planning a boating getaway, a relaxing escape, or a mix of waterfront serenity and city convenience, this beautifully updated 3-bedroom, 2-bath home delivers the perfect Florida experience.brInside, you’ll be greeted by a bright, open living space designed for comfort and connection. The newly remodeled kitchen is a standout, featuring gorgeous countertops, a spacious island, and modern appliances—ideal for preparing meals, gathering with family, or enjoying a casual bite before heading out on the water. The dining and living areas flow effortlessly, creating an inviting space to relax and recharge.brbrThe home features three coastal-designed bedrooms, including a peaceful primary suite, offering a restful retreat after a day of sun and adventure. Both charming bathrooms have been recently remodeled with stylish walk-in showers, providing a fresh and elevated feel throughout the home.brbrStep outside and discover your own private Florida oasis. The outdoor space is designed for laid-back luxury, complete with a heated pool, an outdoor bar with seating and TV, and plenty of room to lounge and entertain. Boaters will love the concrete dock, offering easy canal access straight out to the river. From sunrise swims to sunset drinks by the water, Villa Waters Edge invites you to slow down, unwind, and make unforgettable memories!
Bed 3

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Bath 2

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Sleep 6

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Exceptional(109)

$227.01

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Private Vacation Home

Grandpas Oasis w/private heated pool. Sleeps 6 or 7 with couch, mattress & crib.

Fort Myers, Florida, United States

11332A Summerwinds Ct, Ft Myers FL 33908 Grandma and Grampa's private oasis. Sleeps 4 in beds plus a couch & blow up twin mattress in living room & crib for 3 more. My Uncle Dean Hendryx picked this 1980's duplex 3/4 of the way down Summerwinds Court(11332A) cul de sac because it's close to Ft Myers Beach(4.3 miles) and Sanibel Island(9 miles), but out of beach traffic. San Carlos Boulevard and Summerlin Road intersection are just a few blocks away. The pool is open with a new screen room. We hope to improve the pool deck and chipped liner soon. Everything takes time and we appreciate your understanding. These are minor inconveniences, just wear flip flops around the pool.-Swim at your own risk. See the 2026 walk thru video.brbr This comes with Smart TVs and great WIFI. But you're not stuck in bumper to bumper beach/bridge traffic. You can head a couple miles to the beach or head to shopping, golf, and inland attractions. Go ride the airboats. Deep sea fish. You can fly in and ride the trolley to the beach for 75 cents. The walk to the trolley behind Walmart is a pretty good hike. Maybe 6 blocks Walk to the ice cream shop or breakfast restaurants. When we inherited the property Dean had shown my family all the possibilities for Spring training Boston Red Sox and Minnesota Twins baseball, biking, wildlife watching, shelling, boating, golfing, airboat rides, seafood restaurants and that head bobbing Reggae music. The new Margaritaville is 4 miles down and huge. We boated to islands and shelled where few people go. A deep sea boat called The Getaway took us on a relaxing deep sea fishing trip. And if you're a little wild, take the Key West Express on a fast ride to Key West for a day or two. Baseball spring training games with the Boston Red Sox and Minnesota Twins. Check out the restaurants on the way to Sanibel.br When you're done come back to Grandpas Oasis. Cookout. Hang by the pool with the party lights and big tv. The pool floor has a pea gravel surface currently. We hope to update this in 2026. We are always making improvements. The place is priced accordingly. We just planted new bushes behind the pool to add privacy. The new frig has rust speckles from salty Florida air but cools perfectly. Dated decorations being replaced gradually. The neighborhood out front is typical Florida. It's NOT a gated community. Excellent breakfast a few blocks away. There is a fence, trees and shed that provide some privacy br The kitchen is well stocked with everything you need. The garage is only a storage area for the crib, beach chairs, bikes, coolers and other stuff. You are free to use anything out there. The garage door doesn't work so no cars. A large living room with 2 couches all new. We have a portable high chair and crib for the little ones. Also the couch and a blowup mattress in the living room sleep 2 more. The master bedroom has it's own bathroom, tub and shower. Currently no doors on the closets. The second bedroom has a new queen bed. The second bathroom by the pool has a nice shower. There's a washer, dryer in the utility room. This place works for a small family or maybe two couples and kids. No pets are allowed. Bring charcoal and lighter fluid for the Weber grill. br If you are looking for an affordable place to venture out from, Summerwinds Hideaway may be just right for you! Only 25% of rent plus fees to reserve . Reserve your dates now!
Bed 3

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Bath 2

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Sleep 6

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Exceptional(2)

$1579.44

/ Nightly
Private Vacation Home

Grand Elegant Old-Florida Estate, Pool, Sleeps 18

Fort Myers, Florida, United States

Summary:brbrBe charmed by this old Florida estate perfect for groups.brbrbrbr• Sleeps 18: 7 BR, 8 bedsbrbr• 7 Bathroomsbrbr• 4 separate suites → perfect for groupsbrbr• 100% cotton, 500 thread count linens + towelsbrbr• 5 Kitchensbrbr• Multiple living + dining spacesbrbr• Private heated pool, jacuzzi, lounge chairsbrbr• Outdoor BBQbrbr• Covered Lanai + porchesbrbr• Old-world southern feel brbr• 6 lush acres with Historic oak treesbrbr• Minutes to beaches, shopping, airportbrbrbrbrThe Space:brbrWelcome to Hacienda Hermosa — Fort Myers’ hidden gem: a Southern Old Florida–style estate reimagined for modern living, also filmed and featured on a popular travel show as one of the world’s best rentals! brbrbrbrSet on more than six lush acres, it offers plenty of space for everyone, with four self-contained residences that easily accommodate large groups. Inside, you’ll find spacious living rooms, gourmet kitchens with new appliances, and elegant décor throughout. Each bedroom includes a smart TV and deluxe 400-thread-count cotton linens.brbrThe large screened-in lanai is perfect for group dining, grilling, or simply relaxing with a book.brbrbrbrIdeal For: brbr• Family reunions & group vacations brbr• Destination weddings & private eventsbrbr• Corporate & wellness retreats brbr• Film and production crews brbrbrbrFour Separate Suites Breakdown:brbrbrbr1. Casa Carmen: 4 bedrooms + 1 studio suite, full kitchen, living + dining roombrbr2. Casa de Sol: 1 bedroom + 1 daybed, kitchen, patio doors to poolbrbr3. Casa Ricardo: 2 bedrooms, living space, walk-out to poolbrbr4. Casa Dulce: this 1 bed bonus studio is in Casa Carmen, kitchenette, bathroombrbrbrbrGuest Access:brbrAMENITIESbrbr• Heated poolbrbr• Jacuzzi spabrbr• Poolside lounge chairsbrbr• Outdoor BBQ grillbrbr• Covered sitting area with tentbrbr• Spacious backyard for relaxingbrbrbrbrPlease, kindly note that the pool temperature and heat levels can vary, depending on the external weather conditions. This is not something we can control and we appreciate your understanding that the pool temperature might not be as high as desired if the outside is too cold.brbrbrbrThe Neighborhood:brbrThe property is located in an area where the hurricane or storms have not impacted the house. We are situated on 6 acres of beautiful lush tropical landscape, we have been through the worst Hurricane Ian and were not impacted. We also have solar panels on the house for electricity.brbrbrbrOther Things to Note:brbrWe’re happy to host small events and gatherings of up to 50 guests. For groups larger than 20, an additional fee of $150 will apply for each guest beyond the initial 20. All event must have written permission from us. brbrbrbrFlorida Wildlife & Insects: Florida’s tropical climate means you may see insects, geckos, lizards, or other small critters, even in very clean homes. This is perfectly normal for the area. We do regular pest control, but please understand this is part of the Florida experience . Refunds cannot be offered for sightings of insects or wildlife.brbrbrbrMaintenance: The property may have scheduled pool or landscaping maintenance during your stay.brbrbrbrInteraction with Guests:brbrPlease enjoy all of our provided amenities during your stay. We kindly ask that items remain at the property so future guests can enjoy them too.brbrbrbrWeekly maintenance staff may be onsite outdoors.brbrbrbrWe provide an initial supply of essentials (toilet paper, detergent, etc.). Guests may need to restock for longer stays.brbrbrbrHigh chair & playpen available on request.
Bed 7

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Bath 7

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Sleep 20

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$342.67

/ Nightly
Villa

Villa Luce del Sole by SWFL-Villas. Charming 3bedroom villa in serene Fort Myers

Fort Myers, Florida, United States

Villa Luce del Sole – Your Serene Getaway in Southwest FloridabrbrWelcome to Villa Luce del Sole, a stunning 3-bedroom, 3-bathroom vacation retreat nestled in the heart of Fort Myers, Southwest Florida. Located in a peaceful, gated community, this villa offers the perfect blend of privacy, comfort, and security—ideal for families, couples, or anyone seeking a relaxing escape.brbrStep into your home away from home, featuring a spacious open layout, a fully equipped kitchen, and all the modern amenities you need. Whether you’re preparing a family meal or grilling by the pool, everything is at your fingertips.brbrThe huge screened-in patio is the highlight of the villa—complete with a private pool and spa, perfect for soaking up the Florida sunshine or unwinding under the stars. Surrounded by lush landscaping and tranquility, it’s the ultimate space to relax and recharge.brbrIn addition to increased security, the residential complex offers additional amenities. In addition to a communal pool, there are tennis courts, a gym, and other sports and leisure opportunities.brbrLocated just minutes from beautiful Gulf beaches, top-notch golf courses, shopping, dining, and nature reserves, Villa Luce del Sole offers the best of Florida living.brbrFeatures:brbr 3 Bedrooms / 3 Bathroomsbr Gated community for added securitybr Full kitchen with modern appliancesbr Private pool & spabr Outdoor grill & patio lounge areabr High-speed Wi-Fi, smart TVs, and morebrbrCome experience the warmth and charm of Villa Luce del Sole—where every day feels like a sunny getaway
Bed 3

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Bath 2

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Sleep 6

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$601.33

/ Nightly
Private Vacation Home

Resort Estate: Serenity Pool, Games, Boating Dock

Fort Myers, Florida, United States

Summary:brbrEscape to Paradise Island Estate, a stunning Fort Myers retreat! This luxurious house offers a tropical oasis experience, ideal for families and groups. Enjoy a private pool with swim-up bar, an outdoor kitchen with a pizza oven, and a game room with a pool table and arcade games. With convenient access to the Gulf, nearby beaches, theme parks, and the RSW airport, this home offers a perfect blend of relaxation and entertainment. Experience your dream vacation in this exceptional property!brbrbrbrThe Space:brbrYour private retreat includes: brbrbrbrPeach Retreat Suite: brbr- A two-bedroom detached Suite furnished each with a King size bed, and a new 55 Smart TV in each bedroom brbr- A three-piece bathroom with tub brbr- An open-style kitchen, equipped with a range/oven, full-size fridge with freezer, dishwasher, microwave, Nespresso Virtuo coffee maker, and all the utensils and cookware needed to prepare meals brbr- A comfortable sit-up dining bar with four stools (please note additional dining table outside.) brbr- A sectional couch in the comfortable living area with a 55 Smart TV brbr- 100% cotton, 500+ thread count linens, and towelling providedbrbr- In suite laundrybrbrbrbrBlue Lagoon Suite:brbr- A private studio Suite furnished with a King size bed brbr- A three-piece bathroom with tub brbr- An open-style kitchen, equipped with a range/oven, full-size fridge with freezer, dishwasher, microwave, Nespresso Virtuo coffee maker, and all the utensils and cookware needed to prepare meals brbr- A comfortable dining table for two (please note additional dining table outside.) brbr- A sofa in the living area with a 55 Smart TV brbr- 100% cotton, 500+ thread count linens, and towelling provided brbrbrbrTreehouse Suite:brbr- A one-bedroom plus loft detached Suite furnished with an Alaskan King size bed, and a double size trundle with a 55 Smart TV brbr- An ensuite bath with an in-room copper soaker tub brbr-Master has a fire placebrbr- An additiona three-piece bathroom with tub brbr- An open-style kitchen, equipped with a range/oven, full-size fridge with freezer, dishwasher, microwave, Kurig and Nespresso Virtuo coffee makers, and all the utensils and cookware needed to prepare meals brbr- A sit-up dining bar with 6 stools brbr- A sectional couch in the comfortable living area with a 55 Smart TV brbr- 100% cotton, 500+ thread count white linens and towelling providedbrbr- LaundrybrbrbrbrRESORT-STYLE AMENITIES:brbrbrbr• Relaxing Drift Pool: with a lazy river-style serenity current and shallow water loungebrbrbrbr• Outdoor Chef’s Kitchen: with a gas grill, wood-fired pizza oven, and seafood burnerbrbrbrbr• Swim-Up Bar: with outdoor televisionbrbrbrbr• Tiki Bar: for preparing tropical drinksbrbrbrbr• Games Room: with arcade basketball, billiards, a slot machine, and board gamesbrbrbrbr• Private Boating Dock: Featuring a 500 sq. ft. dock with a 10,000 lb. boat lift, electric & water hookups, and direct Gulf access via Hendry Creek (available with additional charge & waiver)brbrbrbrRV hook up brbrbrbrFenced in yard for our furry friends.brbrbrbr*We provide a clean home at check-in, but Florida’s climate means insects and wildlife (cockroaches, ants, lizards, snakes, even alligators) are common and natural here.brbrWe will not accept any claims or complaints related to wildlife, nor will they be grounds for cancellation or refund. If this is a concern, please cancel within the free cancellation window. Standard fees apply after that.brbrThank you for your understanding.*brbrbrbrGuest Access:brbrGuests have exclusive access to the entire property with the estate's endless resort-style amenities, including the lagoon-inspired pool with lazy river jet system, sun deck with loungers and a tiki bar, outdoor kitchen with a concrete stone pizza oven, large lawn areas each with a unique private seating area. Now for the Games Room, Rampage video game, Candy Floss machine, 2 slot machines, basket ball, gum-ball machine, pool table a 75 inch TV, Large comfy couch and a bar. There are two driveways for ample parking. All Suites and common amenities are equipped with smart lock technology, providing private access to each Suite and shared access to the communal Games Room.brbrbrbrGetting Around:brbrAlthough Paradise Island Estate is minutes away from the heart of Fort Myers, a vehicle is recommended to access all the area has to offer. Ride-share options and taxis are readily available as an alternative. Fort Myers' RSW international airport is a mere 20-minute drive, and car rental options are just outside the arrival hall.brbrbrbrOther Things to Note:brbrOnce Upon A Stay has several vacation destinations spanning the Fort Myers and Fort Myers Beach areas in the United States and Canadian destinations consisting of unique city residences, lake living getaways, and boutique resorts. Connect with our team for more information!
Bed 4

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Bath 4

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Sleep 10

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