Pet-friendly vacation rentals in The Villages

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!

A decorative entrance sign for Villa De La Vista South is set against lush greenery and vibrant flowering plants. The sign stands prominently atop a circular flower bed, with a clear blue sky and soft clouds in the background.

4.93 out of 5 average rating, 14 reviews

Charming Villages Retreat

Charming 2B/2B Cottage Villa near Sumter Landing and Spanish Springs Escape to this beautifully updated villa in The Villages. Enjoy a designer kitchen, cozy living room with sectional and 75” TV, and French doors leading to a screened lanai. The private, fenced courtyard is perfect for relaxing under party lights. The master suite includes a walk-in closet and blackout shades. Explore with the included golf cart, access 50 golf courses, 100+ pickleball courts, pools, and nightly entertainment.

4.96 out of 5 average rating, 326 reviews

A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.

Home in Lady Lake

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

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

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.

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

The entrance area of the villa is adorned with colorful flowering plants and palm trees. Two light blue Adirondack chairs sit invitingly on a paved surface, under a bright blue sky scattered with fluffy white clouds. The home's entrance features a covered porch with a wreath on the door.

4.92 out of 5 average rating, 50 reviews

Shangri-La Villa - Beautiful, Private & Central

Relax and unwind at this peaceful oasis during the day, then let loose and dance the night away at one of The Villages three squares with quality entertainment and dining 365 days a year. Private and centrally located, this immaculate and beautifully decorated 2 Bedroom Villa is in the perfect spot and close to everything. Use the fully equipped kitchen to prepare your meals or drive the complimentary golf cart to one of the many top restaurants or Country Clubs throughout The Villages.

5 out of 5 average rating, 23 reviews

The private pool area is enclosed by a screened lanai, illuminated by string lights. A relaxing area features loungers beside the pool, with a raised spa and gentle water feature. Lush greenery surrounds the space, creating a serene atmosphere.

Villa in Lady Lake

Heated Pool Golf Cart Dog Friendly in The Villages

Nestled amidst lush greenery ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. Conveniently located, just a short golf cart ride away from the squares of Spanish Springs & Lake Sumter offering a variety of entertainment etc. Note: The pool has a jet tub attached to it. The water temperature is the same temperature as the pool, 86 .

A heated saltwater pool is highlighted under a screened enclosure, with ambient lighting creating a calming atmosphere. Patio seating is arranged around the pool, and views of the adjacent living area are visible through expansive windows, enhancing the inviting indoor-outdoor connection.

5 out of 5 average rating, 37 reviews

Pirates & Parrots - The Villages - w/Golf Car !

GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2022 Yamaha included! No smoking!!

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, 97 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.

4.96 out of 5 average rating, 168 reviews

Cottage in Coleman

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

A well-maintained exterior features a single-story villa with light grey siding and a simple gable roof. A gas cart is parked on the driveway, surrounded by neatly trimmed shrubs and gravel landscaping, adding to the property’s welcoming ambiance.

4.96 out of 5 average rating, 137 reviews

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

Super clean 2-bed/2-bath property in Buttonwood with free use of gas cart. Nicely furnished, with washer/dryer, smart tv and vaulted ceilings. This patio villa is in a highly desirable area within walking distance to the Fishhawk pool, rec center and many golf courses. Equal distance between Lake Sumter Landing & Brownwood squares. $89 pet fee. 4 person cart available at $50/day. 2 person cart is free. Return cart full please.

Popular amenities for The Villages pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A comfortable living room features a light gray sofa set paired with a striped armchair. A coffee table sits center stage, surrounded by three decorative lamps. Large windows allow natural light to fill the space, with views of the private backyard and lush greenery.

4.93 out of 5 average rating, 15 reviews

Discounted 3/2, Recent lifestyle home w/Golf Cart

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

A single-story home is seen with a light gray exterior, framed by a large tree in the front yard. An American flag is displayed on the porch, and a white truck is parked in the driveway. Lush green grass surrounds the house.

5 out of 5 average rating, 10 reviews

perfectly located Villages 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

5 out of 5 average rating, 28 reviews

The open concept living area features high ceilings and contemporary furnishings. A comfortable sofa with two recliners faces a glass coffee table, while two leather chairs flank it. A round dining table for four is nearby, accompanied by a stylish chandelier above.

Home in Wildwood

Lovely 2BR/2BA golf cart home The Villages St Cath

The exterior of the home is presented with a well-maintained lawn and landscaped garden, featuring palm trees and colorful shrubs. A golf cart is parked on the driveway, ready for convenient exploration of the community.

4.92 out of 5 average rating, 13 reviews

Spacious dog friendly home. King, Queen, & Sleeper

A single-story home is set against a bright sky with sun rays radiating. The front yard includes a white picket fence and a tropical palm, with gravel landscaping contrasting against the lush green lawn.

4.97 out of 5 average rating, 32 reviews

Pet Friendly in the Villages!

4.98 out of 5 average rating, 43 reviews

Cheerful home , tastefully updated, extra den

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 29 reviews

A spacious room features a comfortable bed with neutral bedding, situated beside a cozy seating area containing a blue couch. A wooden coffee table occupies the center, and large windows allow natural light to brighten the space. A ceiling fan offers a cooling option.

Farm stay in Summerfield

Farm by Santos trails & the Villages

4.94 out of 5 average rating, 17 reviews

A wooden boardwalk winds gracefully along the edge of a tranquil waterway, surrounded by lush greenery and mature trees. Nearby, a pavilion stands, offering shaded views of the serene landscape, enhancing the outdoor experience.

Home in Wildwood

StJohns is a great area for golf, hiking, Kayaking

4.96 out of 5 average rating, 107 reviews

An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.

Home in Tavares

Lake Dora Dream-Waterfront/Pool

A decorative sign is mounted on the wall, featuring a blue background with white text that reads 'welcome to our happy place.' The sign is framed in a simple wooden border, adding a homey touch to the interior.

4.81 out of 5 average rating, 104 reviews

Carlton Courtyard Villa - Walk to Sumter Landing

4.9 out of 5 average rating, 136 reviews

Guesthouse in Inverness

Tranquil guest home with beautiful salt water pool

The exterior of the house features a well-maintained driveway leading to a double garage. Lush landscaping with palm plants is visible, providing a welcoming entrance. The façade is painted in neutral tones, complemented by dark shutters and a simple porch lamp.

4.77 out of 5 average rating, 13 reviews

the villages Florida

4.95 out of 5 average rating, 104 reviews

A charming single-story home is set on a lush green lawn, surrounded by trees and landscaping. A welcoming front porch features a swing and a bright blue door, adding a touch of color to the natural surroundings.

Home in Ocala

Ocala Oasis-3 Bedrooms and Heated Pool!

5 out of 5 average rating, 50 reviews

A spacious ranch-style home is set within a large green lawn, featuring light-colored exterior walls and a brown roof. The front porch is accessible from the centrally located entrance, surrounded by a wooden fence and lush trees that provide a sense of seclusion.

Home in Lady Lake

Ranch Retreat~10 beds~New

Private, pet-friendly home rentals

A single-story villa is surrounded by a white picket fence and lush landscaping. The large covered patio features seating, offering a shaded area to relax. Nearby homes are visible, set amid a clear blue sky dotted with fluffy clouds.

4.97 out of 5 average rating, 30 reviews

You’ve Arrived! Stunning Home in the Villages!

4.95 out of 5 average rating, 41 reviews

The exterior of a charming cottage is highlighted, featuring a welcoming front porch with a single chair. Light-colored siding contrasts with dark shutters, and a decorative wreath adorns the door. Surrounding open fields and a fenced yard enhance the rural setting.

Farm stay in Belleview

Farm Stay at The Cottage

A single-story villa is presented with a light exterior and a charming front porch. The driveway leads to a two-car garage, while low-maintenance landscaping features a manicured lawn and hedges. A white picket fence borders the property, enhancing the welcoming feel of the home.

4.89 out of 5 average rating, 18 reviews

Amelia Villa-Pet Friendly 2 Bd-Great Location

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

4.9 out of 5 average rating, 82 reviews

A spacious hallway leads to a living area featuring a large window with natural light filtering through. A neutral color scheme is complemented by a decorative lamp and fresh flowers on a sideboard. Comfortable seating arrangements are seen in the inviting living space.

Villa in The Villages

1198 Merryweather; 3BR at Lake Sumter just 2nt min

The image displays a bright, welcoming ambiance created by soft natural light filtering through sheer curtains. Beautiful yellow flowers in the foreground draw attention, emphasizing the inviting aesthetic. Decorative text presents key features of the Margarita House, including spaciousness and views of the backyard.

4.9 out of 5 average rating, 21 reviews

Vacation in luxury at Margarita House!

5 out of 5 average rating, 15 reviews

Two goats are seen in a lush green field, one featuring a predominantly black coat with white markings, while the other is white with black patches. The surrounding grass is tall, contributing to the farm setting.

Ranch in Wildwood

Owl Cove Ranch Sunset Barn Apartment

The exterior of a single-story home is showcased, featuring a well-maintained lawn and manicured shrubs. A two-car garage is visible, along with large windows that allow natural light to fill the interior. The sunset casts a warm glow over the property.