Pet-friendly vacation rentals in The Villages

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.

4.95 out of 5 average rating, 22 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.

PetsOutdoor spacesBackyard

4.96 out of 5 average rating, 352 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.

PetsOutdoor spacesDecor

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, 164 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

WalkabilityOutdoor spacesGetting around

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.

4.96 out of 5 average rating, 191 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.

PetsWalkabilityLaundry

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, 58 reviews

Pirates & Parrots - The Villages - Golf Cart &Pool

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!!

Outdoor spacesWalkabilityGetting around

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, 105 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.

Outdoor spacesPetsQuiet

4.96 out of 5 average rating, 102 reviews

King Bed, Golf Cart, Small Dogs & Water Filter!

Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.

PetsWalkabilityAccuracy

4.97 out of 5 average rating, 89 reviews

A golf cart in a vibrant green color is parked outside a garage with a door adorned by multiple windows. The home features beige siding, and a lush green lawn is visible, complemented by a white picket fence in the background.

Villa in The Villages

Melody Lane's Crafting Getaway - Cricut Included

Relax & watch TV on a 55” LG OLED. Complete with linens, kitchen equipment, high speed wifi, plenty of relaxing patio furniture outside and closed in lanai. Craft with the supplies and machines in the Dreambox. This Crafting Getaway is located in the gated Village of Alhambra just a short golf cart ride away from the popular Spanish Springs Town Square & Lake Sumter Landing which hosts shopping, restaurants, movie theaters, and free live entertainment nightly!

Outdoor spacesWalkabilityIndoor spaces

4.99 out of 5 average rating, 172 reviews

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!

3-bedroom (sleeps 6), 2-bath home in The Villages with 2 golf carts! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

PetsOutdoor spacesAir conditioning

5 out of 5 average rating, 259 reviews

Guesthouse in Lady Lake

Cute & Cozy Tiny Guesthouse

Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located all within 1.5 miles to Walmart, Aldi, Waffle House, McDonald's, Pizza Hut, Cracker Barrel, BJ's Wholesale and many other shops and restaurants. Plus, The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free entertainment from 5pm to 9pm every night of the week.

Outdoor spacesPetsKitchen

Superhost

5 out of 5 average rating, 5 reviews

Heated Pool + GOLF CART - Village of Santiago!

So much to love! This POOL home with GOLF CART provides a tranquil and comfortable get-a-way for you visit to THE VILLAGES. All the essentials are provided. 3.5 miles from Spanish Springs 5.5 miles from Lake Sumter Landing .9 miles to the Savannah Center 1.3 miles to Glenview Country Club. & Golf Course Close to many recreation centers, golfing, & shopping. On a nice quiet cul-de-sac! Small dogs under 20 lbs permitted with pet fee.

CleanlinessAccuracyHospitality

A screened lanai features comfortable seating and is positioned adjacent to a well-maintained backyard. A tree is situated in the grassy area, providing shade, while a concrete pathway leads to the entrance. A white fence encloses the yard, enhancing privacy.

4.92 out of 5 average rating, 157 reviews

Briar Meadow Villa - Dogs are welcome!

Dogs are welcome in this nicely furnished Courtyard Villa, with a fenced in backyard. Near Nancy Lopez Legacy Golf & Country Club, Mulberry Grove Rec Center, dog park, Publix, Walgreens, & The Club Health & Rehab Clinic. Easy access to pools, golf courses, dining, shopping & the squares at Spanish Springs & Sumter Landing. Includes gas Golf Cart*, Comcast cable TV, high speed WIFI, & Villages Daily Sun. *Subject to availability

PetsOutdoor spacesCondition

Popular amenities for The Villages pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 23 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

Outdoor spacesQuietComfort

The kitchen features modern stainless steel appliances and a large island with seating for four. The quartz countertops complement the rich cabinetry and vibrant blue wall. Pendant lights provide illumination, enhancing the sleek design of the space.

5 out of 5 average rating, 26 reviews

Designer Home in The Villages, FL.

PetsWalkabilityAmenities

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, 139 reviews

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

Outdoor spacesPetsDecor

5 out of 5 average rating, 20 reviews

Eastport Emerald Escape 2BR Luxury in Well Point

NearbyDecorComfort

5 out of 5 average rating, 29 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

Outdoor spacesPetsBathroom

5 out of 5 average rating, 12 reviews

Home in Weirsdale

Hilltop Hideaway Lake Weir

BathroomLocationIndoor spaces

5 out of 5 average rating, 13 reviews

Home in Lady Lake

House on Golf Course, with Heated Pool & Golf Cart

PetsSleep qualityLayout

The exterior of the home is framed by lush palm trees and neatly landscaped flower beds. A pathway leads to the entrance, featuring a covered porch with welcoming lights. The manicured lawn offers a serene atmosphere, complemented by well-placed outdoor lighting.

4.79 out of 5 average rating, 135 reviews

The Brownwood Brassie 3BR 2 Bath w/ Golf Cart

Outdoor spacesWalkabilityAmenities

Pet-friendly house rentals

An open-concept living space features a sectional sofa with soft cushions, accompanied by a stylish armchair. A ceiling fan hangs overhead, and natural light floods the area from large windows. A dining table for six and a kitchen with modern appliances are visible in the background.

4.91 out of 5 average rating, 89 reviews

Across pool, golf cart, modernized, private

PetsOutdoor spacesAmenities

The home's exterior is framed by well-maintained landscaping, featuring palm trees and a manicured lawn. A flagpole displays the American flag, adding a patriotic touch. A spacious driveway leads to the entrance, while a glassed-in porch is visible on the front.

4.95 out of 5 average rating, 59 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

Outdoor spacesWalkabilityLocation

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, 41 reviews

Bay Breeze Villa Free Golf Cart Close to Eastport

Outdoor spacesSleep qualityHospitality

5 out of 5 average rating, 8 reviews

The exterior of a modern house is showcased, featuring a light-colored façade and a well-maintained front yard. A driveway leads to a spacious garage, while landscaped greenery and a small tree add to the inviting appearance.

Home in Wildwood

Lovely new home at The Villages

WalkabilityComfortFamily

A single-story home is surrounded by lush green grass and palm trees. The driveway features smooth concrete, leading up to a spacious garage with modern glass doors. Soft clouds drift in a pastel sky, providing a serene backdrop to the property.

4.93 out of 5 average rating, 43 reviews

Ideal location! 3/2 Stetson model w/4 man golfcart

Outdoor spacesPetsTV

A contemporary single-family home is showcased, featuring a light-colored exterior with neatly landscaped greenery in the front yard. A golf cart is parked on the driveway, alongside a two-car garage and welcoming entrance, under a clear blue sky.

5 out of 5 average rating, 57 reviews

Moultrie Creek Retreat with Golf Cart

Outdoor spacesWalkabilityAmenities

5 out of 5 average rating, 13 reviews

Luxury Villages Stay • Golf Cart • Near Brownwood

WalkabilityOutdoor spacesAccuracy

A spacious living room features a large sectional sofa facing a mounted television. Natural light filters through sheer curtains, highlighting a decorative area rug. A round coffee table sits in the center, with a wooden console against the wall, adding functional charm to the space.

4.88 out of 5 average rating, 56 reviews

Olivia's Oasis

PetsWalkabilityLayout

Private, pet-friendly home rentals

5 out of 5 average rating, 13 reviews

Seashell Villa~Pet Friendly~Golf Cart

ComfortQuietCheck-in

Superhost

4.81 out of 5 average rating, 27 reviews

Completely updated golf front 2 bedroom home

Sleep qualityLayoutCondition

Superhost

5 out of 5 average rating, 4 reviews

The Blue Door - The Villages! Plus Golf Cart/Bikes

Getting aroundLocationHospitality

5 out of 5 average rating, 8 reviews

Gorgeous Water View Villa near Lake Sumter Landing

Indoor spacesLocationHospitality

4.95 out of 5 average rating, 21 reviews

A patio area features a round table surrounded by six chairs, positioned beneath a vibrant red umbrella. Lush greenery and colorful flowers line the edges, while a decorative fountain adds a touch of elegance. The villa's exterior is well-kept, with a clear blue sky overhead.

Villa in The Villages

North Villages Patio Villa

Outdoor spacesValueCleanliness

A single-story villa is displayed with a light-colored exterior and a neatly maintained front yard. A paved driveway leads to a garage with doors featuring multiple small windows. A white picket fence surrounds the front garden, adorned with various plants and shrubs.

4.94 out of 5 average rating, 32 reviews

Lake Sumter area with Golf Cart!

PetsTVAmenities

An aerial view of the villa showcases its well-maintained exterior with a pitched roof and a combination of light yellow and gray hues. A screened lanai can be seen, along with a spacious outdoor patio area. Lush greenery and colorful flower beds enhance the welcoming curb appeal.

5 out of 5 average rating, 15 reviews

Beautiful 2 Bedroom Home in The Villages!

Outdoor spacesPetsFamily

A single-story villa is depicted with a well-kept exterior, featuring a white picket fence surrounding the front yard. A spacious driveway leads to a two-car garage with a closed door. The sky is clear, showcasing a few fluffy clouds.