Vacation rentals with outdoor seating in Lady Lake

A bright yellow door features a decorative wreath made of colorful flip-flops and a large floral element. The door is framed by clear glass panels, with the words 'home sweet home' artfully displayed near the doorknob.

4.94 out of 5 average rating, 90 reviews

Magnolia Cottage under the Paradise sun.

Stay in my quiet neighborhood 1 hour/ 15 minutes from Disney. Enjoy the country club pools. Just five minutes away listen to free music every night at Spanish Spring Town Square. Restaurants & shopping are also minutes away. For your enjoyment there are recreation centers, golf courses & sports courts. Pickleball anyone! Roku TVs are located in the living room & bedroom. Log into your favorite apps. Take a bike ride on the bicycles. For your convenience there is a grill, laundry & free parking,

4.99 out of 5 average rating, 111 reviews

A scenic view of a tranquil canal is presented, bordered by lush greenery. A wooden dock extends into the water, accommodating a boat. Nearby, comfortable outdoor seating is available, surrounded by natural landscaping, offering a peaceful outdoor space.

Home in Summerfield

Getaway on the Waterway: Kayak, SUP, fish, relax!

Welcome to your peaceful Getaway on the Waterway right on the beautiful canal that connects Big and Little Lake Weir! Kick your feet up and wave at the boats going by as you grill or fish from the dock. Play a round of corn hole, hop on one of our paddleboards or kayaks for beautiful ride to either lake! Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, (they also offer sunset cruises and water taxi service to Eaton's Beach restaurant right from our dock!) RELAX and ENJOY!

5 out of 5 average rating, 19 reviews

An open living space features a cozy sleeping area and a small dining arrangement. Wooden beams highlight the ceiling above. Natural light enters through the door and windows, while a television and kitchenette with appliances are visible against the walls.

Apartment in Lady Lake

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

Escape to your unique and private 2nd story apartment nestled on 2 acres of serene land and just a short 7-minute drive to The Villages. Enjoy the tranquility of nature while still being close to vibrant entertainment, shopping and dining options. Your cozy and well appointed space offers the perfect blend of seclusion and convenience making it an ideal getaway for relaxation and rejuvenation. *perfect for vacation *perfect for traveling workers *perfect for visiting family in the The Villages

The exterior of a single-story villa is depicted, featuring a light-colored stucco facade and a two-car garage. Paved driveway curves towards the entrance, with decorative landscaping including a potted plant and stone accents. Windows are adorned with decorative arches, enhancing curb appeal.

4.95 out of 5 average rating, 154 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golfcart offered at this baja style 1000 sqft 2BR, 2BA courtyard villa! It comes fully furnished with pots, pans, linens, and does have a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless appliances, beautiful plank flooring, and fresh paint. King bed in the master, queen bed in the guest bedroom. All bedrooms have smart TV's, cable in LR only

4.98 out of 5 average rating, 415 reviews

The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.

Guesthouse in Leesburg

Silver Lake Guest Pool House Very Private !

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

A single-story home is showcased with a light exterior and an attached two-car garage. Neat landscaping featuring low-maintenance gravel and diverse shrubs surrounds the entrance. A clear blue sky and a few palm trees contribute to the inviting atmosphere of the property.

4.91 out of 5 average rating, 102 reviews

Walk to Sumter w/cart - Beautiful Courtyard Villa

We love this home because the location is FANTASTIC! It's under a mile to Sumter Landing (walking distance for us :)). Also, new floors, paint, etc! The living room furniture is extremely comfortable! The kitchen has everything you need. The beds are comfortable and there is a tv in every room. (The second bedroom but needs your own Roku or Firestick!) There is a cart included which is the best way to see The Villages. We know you will love it here! Let us know if you have any questions.

A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.

4.95 out of 5 average rating, 171 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

The modern home features a spacious driveway leading to a large carport and a two-car garage. A covered porch with steps provides access to the front entrance, surrounded by greenery and trees.

5 out of 5 average rating, 52 reviews

Villages home with unique elevated front porch

A bright 2 bed, 2 bath home with new flooring throughout, includes golf cart. Located in historic Country Club Hills. Less than two miles from Spanish Springs Square with restaurants, shops & FREE nightly entertainment. Minutes away from pools, hot tubs, recreation centers, walking paths, & golf courses. Fully equipped kitchen with starter pack. Relax with a book & a drink on the breezy front porch with an overhead fan. Free Netflix, Peacock Premium & high speed internet. No checkout chores.

A cozy living area is presented with dark leather sofas and matching armchairs. A round ottoman sits centrally, complementing the layout. Soft lighting from ceiling fixtures illuminates the space, while a decorative piece of art and potted plants add subtle elegance.

5 out of 5 average rating, 41 reviews

Villages Retreat Includes Golf Cart & Amenities

Charming retreat in The Villages. GOLF CART INCLUDED w/ requirements & limitations see below. Our 2BR/2BA offers upgrades including walk-in showers, adjustable queen beds, modern kitchen, e-fireplace, & large TVs. You'll have access to a wealth of amenities, free golf on 41 executive courses to refreshing pools, tennis, pickleball, & more. The Villages charges a $50 fee for the two lifestyle IDs. Please book your stay with us, & experience luxury living at our vacation rental in The Villages

A well-maintained home is visible, with a neatly landscaped driveway leading to a garage. An orange golf cart is parked prominently in front, surrounded by lush green grass and a manicured shrub nearby. A white picket fence adds charm to the yard.

4.98 out of 5 average rating, 123 reviews

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

4.97 out of 5 average rating, 177 reviews

A spacious wooden dock extends over the calm waters, surrounded by lush greenery. Several people are seated, enjoying a meal together. Lawn chairs are arranged comfortably, with trees reflecting off the clear surface of the water nearby, creating a serene atmosphere.

Home in Weirsdale

Beautiful House On the River, Kayaks, Large Dock!

Come relax by the river in this 3-bedroom, 2-bathroom vacation rental in Lady Lake, Florida. Recently built by our family in 2022, the home has a screened in back porch, a fire pit, WIFI, and is complete with a large private dock right on the Ocklawaha River. All that and it's located only 10 minutes from The Villages where you can shop and have fun. Centrally located 1-1/2 hours from Disney, Daytona beach, and Tampa. Lockbox key access is available for check-ins at any time of day.

The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.

4.97 out of 5 average rating, 100 reviews

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Popular amenities for Lady Lake outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A private in-ground pool is enclosed by a screen patio, featuring a textured stone deck. Comfortable lounge chairs line the poolside, with a railing leading into the water. Lush greenery surrounds the area, offering a sense of tranquility and seclusion.

4.96 out of 5 average rating, 47 reviews

Beautifully Furnished 3/2 with In-ground Pool

4.88 out of 5 average rating, 8 reviews

Lovin’ The Lifestyle

An open kitchen area features granite countertops and white cabinets, providing ample storage. A double sink is positioned beneath a window, with natural light enhancing the space. Decorative elements, including a rack for wine bottles, add subtle charm to the functional design.

4.9 out of 5 average rating, 69 reviews

STAY IN THE VILLAGES! YOUR HOME AWAY FROM HOME 🌴

A stylish living area features a combination of leather and upholstered seating, arranged around a circular coffee table. Natural light pours in through large windows, complemented by decorative plants. A geometric rug anchors the space, providing a cozy atmosphere for gatherings.

5 out of 5 average rating, 9 reviews

Sumter Landing Oasis / Golf Cart

A spacious living area features a sectional sofa arranged around a low wooden coffee table. A colorful accent chair adds a pop of color. Natural light streams through large windows, illuminating the light hardwood floor. A floor lamp and wall decor enhance the inviting atmosphere.

4.89 out of 5 average rating, 62 reviews

Your Home Away from Home in The Villages

5 out of 5 average rating, 12 reviews

Heart of The Villages-guest pass for pool, golf

A single-story home features a simple façade with a covered entryway and a spacious driveway. Lush green grass borders the driveway, complemented by small landscaping elements. The neighborhood displays well-maintained properties on either side, under a clear blue sky.

4.97 out of 5 average rating, 60 reviews

The Sunshine Retreat with Golf Car

A comfortable living area features a white sofa, two brown armchairs, and a round coffee table atop a patterned rug. Wall-mounted shelves are filled with plants and decorative items, while light streams through a nearby window, illuminating the neutral-toned walls and ceiling.

5 out of 5 average rating, 48 reviews

Beautiful cottage w/ ample indoor & outdoor space

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 51 reviews

A charming two-story house with a welcoming front porch is surrounded by lush greenery and colorful plants. Two inviting green Adirondack chairs are situated on the lawn, inviting relaxation. The pathway to the entrance is lined with brick, leading to a door framed by decorative elements.

Apartment in Tavares

The Emerald Fox Upstairs Apartment

5 out of 5 average rating, 14 reviews

A collage highlights the cozy apartment's features. The spacious living room includes a sectional sofa and a dining area with a 4-person table. A well-equipped kitchen with modern appliances is shown, along with a bright bedroom featuring a king-size bed and a remote work desk.

Apartment in Mount Dora

Beautiful apartment 5 min from downtown.

Apartment in Tuscawilla Historic District

The exterior of a historic colonial revival style home is presented, featuring a large front porch with two rocking chairs. Lush greenery and flowering shrubs frame the porch, while large windows allow natural light into the home.

4.94 out of 5 average rating, 106 reviews

Beautiful 3 bedroom apt Historic Ocala 1891

Apartment in Ocala Historic District

The living area features a dark sofa adorned with a colorful cushion. A round glass coffee table sits on a woven rug, complementing a bright red armchair. The kitchen bar, with wood stools, is easily accessible, while natural light fills the space through the nearby window.

5 out of 5 average rating, 232 reviews

Treehouse apartment set among the big daddy Oaks

5 out of 5 average rating, 56 reviews

A cozy sleeping area features a metal bed frame topped with patterned bedding in blue and white tones. A decorative throw lies at the foot of the bed. A bedside lamp and a piece of wall art with floral motifs enhance the serene atmosphere.

Apartment in Summerfield

Hidden Oasis - near Villages/Lake Weir - boat/fish

5 out of 5 average rating, 55 reviews

A compact living area features a light-colored sofa with decorative pillows. A small dining table and two chairs are positioned nearby. The kitchen is equipped with cabinets and appliances, and warm lighting creates an inviting atmosphere.

Apartment in Leesburg

Downtown Leesburg Owners Suite

4.95 out of 5 average rating, 282 reviews

A wooden sign is mounted on a wooden fence, featuring the phrase 'not all who wander are lost' in white lettering. Small arrows are depicted above and below the text. Below the sign, a glass jar with a metal lid hangs from a hook, suggesting a rustic decor element.

Apartment in Orlando

Prívate studio apartment

4.93 out of 5 average rating, 29 reviews

An inviting outdoor space features a private hot tub with clear water and a backdrop of ambient string lights. The setting provides a perfect retreat for relaxation under the evening sky or during daytime tranquility.

Apartment in Ocala

Brick City Cottage

Condo rentals with outdoor seating

A spacious living area is highlighted by a large sectional sofa with decorative cushions. A coffee table sits in front, while a mirror reflects natural light. Large glass doors lead to an outdoor space, complemented by colorful patio furniture. Light wood flooring provides a warm backdrop.

Condo in Ocala

4.83 out of 5 average rating, 35 reviews

Modern Large Townhome Central Ocala 12Miles to WEC

5 out of 5 average rating, 14 reviews

Condo in Apopka

Very Close to Kelly Park/Kings Landing/Wekiwa Park

4.81 out of 5 average rating, 64 reviews

An expansive outdoor pool is surrounded by lush palm trees and colorful landscaping. Lounge chairs are positioned along the pool's perimeter, providing ample space for relaxation. Nearby, a covered seating area offers shade, enhancing the inviting outdoor atmosphere.

Condo in Orlando

Large Space ★ Heated Pool ★ Close to Universal

5 out of 5 average rating, 5 reviews

Golfing, Biking, Springs, and Lake Hernando Nearby

Superhost

A comfortable living area is presented with a green sofa and a coordinating armchair. A light-colored coffee table holds a decorative tray with shells. Natural light floods the space through a large sliding door, which opens to a balcony overlooking a lush outdoor setting.

4.75 out of 5 average rating, 265 reviews

Condo Live Oak Landing

Superhost

A bedroom is depicted featuring a spacious bed adorned with a striped blanket. Two decorative pillows accentuate the headboard. A lamp stands next to the bed, casting a warm glow. A dresser with a mirror and framed artwork adorn the walls, enhancing the room's comfort.

Condo in Orlando

Gated Condo minutes to Parks 2/2 with amenities

4.87 out of 5 average rating, 15 reviews

Hidden gem Waterfront condo 2BR full ensuites pool

The living area features two comfortable sofas adorned with decorative pillows, arranged around a patterned area rug. A dining set with wooden chairs is visible nearby, while a spiral staircase leads to the upper level. Ample natural light enters through multiple windows.