Wildwood

Boutique Hotels in Wildwood

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Top Boutique Hotels Wildwood

Discover the best boutique hotels in Wildwood, celebrated for their unique style and personality.
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January Available, Dog-Friendly Upscale Villages Home.
January Available, Dog-Friendly Upscale Villages Home.January Available, Dog-Friendly Upscale Villages Home.January Available, Dog-Friendly Upscale Villages Home.January Available, Dog-Friendly Upscale Villages Home.January Available, Dog-Friendly Upscale Villages Home.January Available, Dog-Friendly Upscale Villages Home.
35
Hotels in Wildwood
Tucked in the exclusive island community of Linden, you're minutes from the best of the villages. Enjoy the private screened lanai and light the fireplace on cozy evenings. Large gourmet kitchen too!!About pets:Pets allowed: dogs (limit 2 total).Pick up after pet and keep on a leash outdoors.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.Children under 18 allowed for 28 days maximum..About customRules:No trailer parking per villages rules. They will ticket and tow..No smoking of any substance allowed inside our home.,Dogs only - no other pets allowed..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 55.About events:No events allowed.
Outstanding
18 reviews
9.8/10
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Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.
Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.
30
Hotels in Wildwood
Vacation vibes at their best in ‘Penny Lane’, a stylish new dog-friendly villa with a private screened patio! Quick golf cart ride (cart included!) to shopping, dancing, dining & golf. Our groovy décor will make you smile, and its outfitted with everything you need. Trust us, you won't want to leave.Penny Lane is a spacious 1 bedroom villa that includes plenty of space to entertain the new friends you’re sure to make. The screened lanai provides a relaxing environment for entertaining with a dining table for six, as well as overstuffed outdoor sofas and chairs. Plus it’s situated in a way that feels like a private oasis. Inside you'll feel yourself relax amongst the designer furnishings in the spacious, light filled, open concept living room. Sit back, enjoy a beverage and take a stroll down memory lane as you listen to our carefully curated selection of vinyl records. Or perhaps cook a gourmet meal in the fully outfitted kitchen that has everything you may need. Stainless steel appliances, gas range, Keurig coffee maker - and we always try to leave farm fresh eggs when our hens are laying. You'll find enough cleaning supplies under the sink to get you started.Need to work? No problem! There is a large desk and comfortable chair you can easily accomplish your tasks from. In the generous master suite, you'll find only the highest quality bedding and linens, ensuring you a quality nights sleep. Again, the attention to detail was top-notch when designing the atmosphere for the suite - fun meets elegance. Touting a large walk-in closet, dresser and night-stand, you can easily organize your belongings and feel right at home. The Jack-and-Jill en-suite is bright, crisp and clean, with the ability to keep your sleeping space private from guests. The shower over tub has integrated storage, keeping the space clutter-free. There's also several drawers, cabinets and a large linen closet. We provide plenty of fluffy white towels, fun striped beach-towels and even quick-drying gray towels in case your puppy needs a bath, too. Speaking of Rover, we offer a few items like dishes and leashes to make your baby feel at home. There are several nice paths outside our door for a nice stroll together. We never charge a fee for your dog, as we find most dogs are better behaved than their owners :) We simply ask that you clean all poo from the lawn and in the rare instance there is an accident inside, you'll find a pet cleaning spray under the kitchen sink. Time for laundry? You'll find a large capacity washer and dryer inside the home so no need to lug everything out to the hot garage. Easy to use and out of sight and sound by simply shutting the door. Ready to explore? Our gas Yamaha golf cart makes checking out all the villages has to offer even more fun! Easy to use with instructions in the cart in case this is your first rodeo.Located near the elite Sawgrass Grove, the newest Villages Square, that features live entertainment, a marketplace, dining, McGrady's Scottish Pub, pickleball courts, swimming, rec centers, putting course, Southern Oaks Championship golf, or multiple executive golf courses. Take a quick ride to the exclusive Village of Finney, enjoy the food trucks at Edna's on the Green, or scoot on down to Brownwood Square. About pets:Pets allowed: dogs (limit 2 total).Be respectful of our home and neighbors..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.The Villages allows kids a MAXIMUM of 28 nights.About customRules:Must have valid drivers license to operate golf cart and be a registered guest. Must leave cart FULL of gas..Pet owners should be well behaved by cleaning all messes from pet inside and out, and don’t let your buddy bark excessively.,No smoking or vaping of ANY substance inside our home..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
8 reviews
10.0/10
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Brand New Designer Home Close to Brownwood! Golf Cart Included!!
Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!Brand New Designer Home Close to Brownwood! Golf Cart Included!!
23
Hotels in Wildwood
Featured facilities: Pool
Outstanding
13 reviews
10.0/10
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Wildwood
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Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!
Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!
23
Outstanding
8 reviews
9.8/10
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Begonia on the Bend – Stylish Home Near Sawgrass
Begonia on the Bend – Stylish Home Near SawgrassBegonia on the Bend – Stylish Home Near SawgrassBegonia on the Bend – Stylish Home Near SawgrassBegonia on the Bend – Stylish Home Near SawgrassBegonia on the Bend – Stylish Home Near SawgrassBegonia on the Bend – Stylish Home Near Sawgrass
37
Hotels in Wildwood
Spacious Designer Retreat Near Sawgrass Town CenterExperience comfort, style, and convenience in this beautifully designed 3-bedroom, 2-bath Begonia-style home nestled in Cason Hammock, one of the newest and most desirable neighborhoods in The Villages! Built in 2021 and thoughtfully laid out across 2,083 square feet, this modern retreat is your perfect home away from home.⸻What You’ll Love: • Open-concept layout with stylish furnishings and upscale touches throughout • Fully equipped kitchen with modern appliances, perfect for cooking and entertaining • Spacious living and dining areas designed for relaxation and socializing • Private master suite with a walk-in closet and spa-style bathroom • Two additional bedrooms ideal for guests or remote work • Oversized garage + separate golf cart garage – convenience at its finest!⸻Unbeatable Location: • Situated just south of CR 44 in the vibrant Cason Hammock village • Walking distance to Sawgrass Town Square – enjoy: • McGrady’s Pub • Fresh Market • Recreation center and resort-style pool • Live entertainment and community events⸻The Villages Lifestyle Awaits:Whether you’re here to relax, explore, or experience everything The Villages has to offer, this home puts you right in the center of it all. You’re minutes from golf, recreation trails, shopping, dining, and more—making it an ideal base to enjoy Florida’s premier active adult community.⸻Guest AccessGuests will have full private access to the entire home during their stay, including: • All indoor living spaces (kitchen, living room, dining area, bedrooms, bathrooms) • The oversized garage and golf cart garage (note: no golf cart included) • A screened-in lanai – perfect for morning coffee or evening relaxation • Washer and dryer located inside the home for your convenienceThe home is self check-in ready with a keypad entry, so you’ll have flexible arrival times and a smooth, contactless check-in experience.Please note: Access to some amenities in The Villages (such as golf, recreation centers, and pools) may require a temporary resident ID or guest pass. We’ll provide details on how to arrange this, if needed, prior to your stay.⸻Interaction with GuestsWe respect your privacy, but we’re always here if you need us!You’ll be able to enjoy the home and neighborhood at your own pace, but if any questions or needs arise during your stay, we’re just a message or phone call away. Whether it’s local tips, help with the home, or anything else to make your visit more comfortable, we’re happy to assist.We strive to make your stay as smooth and enjoyable as possible!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
Outstanding
5 reviews
10.0/10
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Welcome to The Courtyard at The Villages!A Cozy Floridian Escape. All Luxuries!
Welcome to The Courtyard at The Villages!A Cozy Floridian Escape. All Luxuries!Welcome to The Courtyard at The Villages!A Cozy Floridian Escape. All Luxuries!Welcome to The Courtyard at The Villages!A Cozy Floridian Escape. All Luxuries!Welcome to The Courtyard at The Villages!A Cozy Floridian Escape. All Luxuries!Welcome to The Courtyard at The Villages!A Cozy Floridian Escape. All Luxuries!Welcome to The Courtyard at The Villages!A Cozy Floridian Escape. All Luxuries!
20
Hotels in Wildwood
Ultimate Luxury in The Heart of The Villages! A Fully Equipped Townhome, with Washer and Dryer in the unit, Microwave, Full Stove/Oven with 4 countertop burners. 2 Beautiful Bedrooms, 1 for Privacy with a Queen Sleep Number Bed, and The King Scheme is an open plan, with a Luxury Plush, Stearns & Foster King Size Bed, connecting out to a Beautiful screened Lanai. Beyond That is an Extended Patio, with a Room for extra Storage.Granite Top Eating Area with Barstools, a Full Size Dishwasher/Disposal, Valet Trash, And a Full Luxury Bath to Indulge! A Signature Amenity is our Neutrogena, and Aveda Soaps and Shampoos.Access to Everything in and around The Villages.Enjoy Serenity with the quiet luxury of this wonderful Townhome.High Speed Wi-Fi, Cable Television, a Full Service Gym, and So Much More!About pets:No pets allowed, service animals permitted.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 1:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
2 reviews
4.0/10
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Access to Pools and Golf Cart Included - Exquisite Designer Home
Access to Pools and Golf Cart Included - Exquisite Designer HomeAccess to Pools and Golf Cart Included - Exquisite Designer HomeAccess to Pools and Golf Cart Included - Exquisite Designer HomeAccess to Pools and Golf Cart Included - Exquisite Designer HomeAccess to Pools and Golf Cart Included - Exquisite Designer HomeAccess to Pools and Golf Cart Included - Exquisite Designer Home
61
Hotels in Wildwood
Please note: Feb open for the second half of the month and March require full-month bookings. Partial month stays are not available during this period. Golf Cart included starting January 2025 Experience vibrant living in the highly sought-after Village of Richmond in The Villages, FL, with this exquisite 3-bedroom, 2-bath designer home. 🌿 This stunning home is perfectly located just a short stroll away from both family and adult pools, ensuring that relaxation and recreation are always just steps away. Whether you're looking to lounge by the pool or engage in friendly sports competitions, this location offers it all. 🏊‍♂️🌞 Prime Location: Situated within minutes of Brownwood Paddock Square and other local entertainment hubs, your adventures begin the moment you step out of the door. You can also explore nearby destinations like Sawgrass Grove, indulge in culinary delights at Edna’s on the Green, or enjoy the lively atmosphere of Everglades Recreation Center. 🚐 The home’s proximity to shopping and dining means you’re always close to essentials and entertainment. Grab groceries at Publix, enjoy a coffee or ice cream at Foxtail, or dine at nearby restaurants. 🍦☕ Recreational Heaven: For those who love staying active, you’re surrounded by a variety of activity facilities including pickleball, tennis, sand volleyball, outdoor weights, bag toss, shuffleboard, and bocce ball. 🎾🏐 There's no shortage of ways to stay engaged and enjoy the Florida sunshine. And for golf enthusiasts, this home is at the center of it all! Surrounded by pristine golf courses, including a chip and putt course located at the Richmond South entrance, it’s a golfer’s paradise. ⛳ Inside the Home: Step into a beautifully designed space featuring an open kitchen and living area plan, ideal for entertaining guests or enjoying cozy evenings at home. The elegant lanai provides the perfect setting for outdoor enjoyment, whether you’re hosting a barbecue or just relaxing with a book. You have a relaxing view of two beautiful and big Spanish Moss trees in view of your lanai. 🏡🍃 Explore The Villages: Living in the Richmond Retreat Villa means more than just a home; it’s about embracing a vibrant lifestyle. The Villages is renowned for its extensive amenities and active community life. From golf courses to pools, recreation centers, and social clubs, there’s something for everyone. Enjoy live entertainment, festive events, and endless opportunities to connect with friends and neighbors. 🎉 Don’t miss out on this chance to experience luxury living in one of Florida’s premier 55+ communities. Contact us today to make Richmond Retreat Villa your new home in paradise! 🏠🌴 Bedroom Layout: Bedroom 1: One King Bed (2 guests) 👑 Bedroom 2: One Queen Bed (2 guests) 🛏️ Bedroom 3: One Queen Bed (2 guests) 🛏️ This home offers everything you need for a comfortable and luxurious lifestyle in The Villages. Book a viewing today and start your new adventure! 📞 No Smoking or Vaping on Premises ($200 to $500 penalty charged if house rule is ignored) Cats not allowed ($500 to $1,000 penalty charged if house rule is ignored) Dogs Friendly (less than 30pds), non-shedding, limit to one at a time. If there is excessive amount of hair, an additional fee of $200 will be taken from the Security Deposit to cover for a deep cleaning.
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