Holiday rentals with outdoor seating in Lady Lake

4.99 out of 5 average rating, 108 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, 152 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, 412 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 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.

5 out of 5 average rating, 40 reviews

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.

Home in Lady Lake

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

4.97 out of 5 average rating, 285 reviews

A spacious great room is highlighted by wooden beams and logs on the walls, creating a rustic atmosphere. A large television is positioned near the seating area, which features a leather sectional sofa adorned with a purple throw. Natural light enters through a bay window.

Cabin in Ocklawaha

Log Home Guest House

Beautiful log home guesthouse. A get-a-way on acreage, nestled in woody area. Features spacious great room with a cozy lodge feel, 2 bedrooms and 2 full bathrooms. Full kitchen & Laundry. Screened in Front porch, paved driveway and carport. Newly installed working hurricane shutters! Nearby restaurants & many restaurants within 10 Miles. Great for walking, hiking or bicycling. Relax & enjoy The Villages shopping and restaurant offerings but come back to peace, beauty and tranquility. .

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, 121 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

Place to stay in The Villages

An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.

5 out of 5 average rating, 98 reviews

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

4.84 out of 5 average rating, 106 reviews

An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.

Villa in The Villages

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

4.96 out of 5 average rating, 215 reviews

The A-frame cabin features a striking black exterior with large windows that reflect the surrounding greenery. A spacious wooden deck is highlighted, equipped with a picnic table. Lush trees frame the cabin, creating a serene and inviting outdoor setting.

Cabin in Ocala

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

Superhost

5 out of 5 average rating, 4 reviews

The Villages Oasis

Welcome to The Villages Oasis! This charming villa offers a relaxing getaway with its private pool and hot tub. Enjoy comfortable accommodations with two bedrooms, a fully equipped kitchen, and convenient amenities like air conditioning and Wi-Fi. Located on Morse Road just a 5 minute drive from Spanish Springs, you'll have easy access, shopping, and more. Enjoy the perfect blend of relaxation and recreation in this beautiful Florida retreat.

Popular amenities for Lady Lake outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.88 out of 5 average rating, 113 reviews

Home in Summerfield

Cozy 2 bedroom home near The Villages

A single-story home with a light beige exterior is set against a clear blue sky. Lush palm trees and manicured landscaping surround the entrance, which features a paver driveway leading to a double-garage door. The overall setting reflects a serene neighborhood ambiance.

5 out of 5 average rating, 17 reviews

On The Links-4bd w/pool in Spanish Springs!

A charming home is set against a clear blue sky, featuring a brick-paved driveway leading to a two-car garage. Lush greenery surrounds the property, with neatly trimmed shrubs and trees framing the front entrance, offering welcoming curb appeal.

4.95 out of 5 average rating, 22 reviews

Lovely Largo Lantana

5 out of 5 average rating, 15 reviews

Home in Silver Springs

Woodsy Lake Escape with Kayaks+Ping Pong table!

The exterior of the home showcases a well-manicured lawn with vibrant landscaping. Palm trees and shrubs frame the entrance, while a driveway leads to the two-car garage. The home features a charming façade, complemented by a clear blue sky above.

4.86 out of 5 average rating, 51 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

4.89 out of 5 average rating, 18 reviews

The exterior of a single-story home is presented, showcasing a well-maintained lawn edged with tropical plants and palm trees. A covered carport is visible, leading to the entrance. The house features a light-colored facade with a blue roof, indicating a welcoming appearance.

Home in Lady Lake

Southern Paradise! 2/2 with 6 person golf cart

A screened-in patio area showcases two hanging chairs with cozy cushioning, accompanied by a low coffee table. A lush green artificial lawn enhances the space, while a ceiling fan provides airflow. Beyond the screens, outdoor seating is visible under a shaded canopy.

5 out of 5 average rating, 30 reviews

Private Villa + Golf Car by Lake Sumter Square

4.98 out of 5 average rating, 43 reviews

Cheerful home , tastefully updated, extra den

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 50 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, 12 reviews

Apartment in Mount Dora

Cozy and modern apartment with an ideal location

5 out of 5 average rating, 45 reviews

A modern living area features a spacious sectional sofa arranged around a wooden coffee table. Two ceiling fans are present, and wall art depicting horses is displayed above the seating. A dining area with a round table is visible, and a kitchen area is included in the background.

Apartment in Ocala

Luxury Apartment Separate King Bedroom

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, 103 reviews

Beautiful 3 bedroom apt Historic Ocala 1891

5 out of 5 average rating, 34 reviews

The exterior of the two-story building is shown at night, featuring modern architecture with large windows. Soft lighting from exterior sconces highlights the entrance and the siding texture. Stairs lead to an adjacent area, enhancing the property's accessibility.

Apartment in Leesburg

Paradise on Lake Harris Apt #101

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, 17 reviews

A two-story home features a light blue exterior with a white garage door. A staircase leads to a front balcony above, while the driveway is lined with greenery and decorative stones. Surrounding trees provide a natural backdrop, enhancing the home's outdoor appeal.

Apartment in Wildwood

Balcony Oasis Home

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

Other holiday rentals with outdoor seating

5 out of 5 average rating, 14 reviews

Bungalow in Okahumpka

The Lake Harris Bungalow

A spacious living area is presented, featuring a light-colored sofa paired with white accent tables. A ceiling fan above enhances airflow, and modern kitchen appliances are visible in the background. Natural light floods the space, highlighting the hardwood flooring and simple decorative touches.

5 out of 5 average rating, 20 reviews

Bay Breeze Villa

4.79 out of 5 average rating, 72 reviews

A single-story cottage is shown with light beige siding and a well-maintained front yard. A white picket fence encloses the property, and a paved driveway accommodates a black car parked next to an attached garage. A screened porch is visible on the left side.

Cottage in The Villages

Villa Del Sol

5 out of 5 average rating, 67 reviews

An aerial view captures a spacious horse barn nestled within a fenced area, surrounded by lush greenery and open fields. The barn is constructed with a metal roof and has a side entrance. The tranquil rural setting showcases a well-maintained landscape under a clear blue sky.

Farm stay in Summerfield

Misty Morning Acres Farm Stay Outside The Villages

4.95 out of 5 average rating, 19 reviews

A welcoming facade of a single-story home is presented, featuring a combination of red brick and light-colored siding. An American flag is displayed at the entrance. Lush green grass surrounds the walkway, leading to a covered porch and large windows that allow natural light to brighten the interior.

Home in Lady Lake

Arcade Happy Place Near Spanish Springs Square

A modern living area is showcased with light gray sofas and a wood coffee table. Decorative cushions in various shades add pops of color. Natural light enters through two windows, complemented by sheer curtains. A patterned area rug lies beneath, enhancing the space's cozy feel.

4.98 out of 5 average rating, 41 reviews

Cozy Patio Villa (Newell)

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, 59 reviews

The Sunshine Retreat with Golf Car