Pet-friendly vacation rentals in The Villages

A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.

4.96 out of 5 average rating, 141 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

An open concept living and dining area is shown, featuring a modern dining table with seating for six. A comfortable sectional sofa faces a large flat-screen TV, while natural light enters through sliding glass doors leading to the enclosed patio. Decorative plants enhance the space.

5 out of 5 average rating, 13 reviews

Lynnhaven | 2 miles Sumter Square | walk to pool

2 miles from Lake Sumter Town Square, 3 blocks to rec center, Southern Oak has everything you need in this newly updated 2 /2 Colony home. A perfect space centrally located between the 6s to explore The Villages. The home features an open concept dining & living area, & enclosed year round patio w/ sitting area. In-unit washer & dryer. WIFI & parking included. Golf cart accessible. Guest passes available upon request (provide info 3 days prior to check-in). Dogs 35 lbs & under w/fee max 2 dogs.

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.

4.96 out of 5 average rating, 339 reviews

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.

4.88 out of 5 average rating, 40 reviews

Villages - Priv. Htd. Pool 3BR/2BA, Conv. Location

Enjoy our newly updated home and unwind in a spacious, peaceful setting. This 3BR/2BA features a heated pool & sleeps 6 (add'l fees for more than 4 guests). King, Queen, and Twin bedrooms with TV's. Located in a quiet neighborhood within The Villages—a vibrant community filled with amenities—you’ll be close to Sumter Landing, Palmer Golf Course, the Churchill Downs executive course, and the Pimlico Recreation Center. You’ll also appreciate the convenient access to nearby shops and restaurants.

An exterior view of a home features a golf cart parked in the driveway, along with a glimpse of the garage entrance. The porch includes a potted plant, and the front windows display shutters. Circular insets showcase the dipping pool, pool table, and foosball table.

4.88 out of 5 average rating, 16 reviews

Hot Tub & Golf Cart - Courtyard Villa

Our newest 5 Star ⭐ listing with a heated swim spa (additional fee) & golf cart in the heart of Spanish Springs minutes from everything you’ll need. Enjoy the town squares, live music, bars, golf and much more🎶 The home has a dipping pool/spa that has swim jets that allows you to swim against for exercise. Enjoy the outside courtyard with a BBQ and patio furniture Home in the heart of The Villages, a 7 min golf cart ride from Spanish Springs, 15 min from Sumter Landing, Brownsville-30min

4.91 out of 5 average rating, 87 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

3BR at 1198 Merryweather Way; just 2nt min; pet ok

Large 3BR/2BA courtyard villa. Affordable luxury & 5-star reviews. PRIME LOCATION in CENTER of it all. Upscale furnishings. Walk to town square w/shops & restaurants. King & queen (new mattresses) & a full bed will sleep 6 comfortably. Fast WIFI; 2 Samsung Smart TVs (65" living room); 2 desks for laptop/at-home work. Private yard w/ patio chairs. Vinyl plank floor. No carpet. I also manage 2br home across street. Rent both & sleep 10; Apr 2026=5nt min. Rest of 2025=2nt min. Pet ok $40 fee.

4.97 out of 5 average rating, 196 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.

A one-story home with a spacious landscaped front yard is depicted. An inviting golf cart is parked on the curved driveway, which leads to the entrance, flanked by ornamental shrubs and shaded by a large tree. The sky is clear, enhancing the outdoor appeal.

4.97 out of 5 average rating, 34 reviews

Del Mar Paradise, The Villages, Golf Cart, Bikes!

Del Mar Paradise in The Villages! Beautifully furnished home with Golf Cart & Bikes! Bring your family & grandchildren; sleeps 6. 2 large bedrooms, Florida Room with twin, & 2 full baths. Fully equipped kitchen, tiled rooms, BBQ. Large front yard! Short walk/drive to Spanish Springs Town Square to enjoy a great meal, see a show, shop, dance to live music nightly! Close to Chula Vista Recreation Center & Golf Course, pool & courts! 2 dogs under 30 lbs each. Dog fees cleaning see Details

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, 45 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, 103 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.

4.99 out of 5 average rating, 160 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.

A single-story house with light-colored siding is shown under a clear blue sky. A paved driveway leads to a garage, while a golf cart is parked nearby. Neatly trimmed bushes line the front of the home, contributing to a well-maintained exterior.

4.93 out of 5 average rating, 101 reviews

Close to Lake Sumter with Golf Cart!

Located in St Charles walking distance to SeaBreeze Rec center on a dead end street. I also have a 2 br villa close by if you need to split nights because of availability. My favorite spot in the house is the bar! It's great for working. Pet friendly because they are family! Coffee pods, sweeteners and creamers are provided. I don't like to pay pet or cleaning fees because I'm a very considerate guest. I'm sure you are too...so I don't charge them!

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

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.

4.94 out of 5 average rating, 18 reviews

StJohns is a great area for golf, hiking, Kayaking

4.97 out of 5 average rating, 128 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

4.9 out of 5 average rating, 147 reviews

Guesthouse in Inverness

Tranquil guest home with beautiful salt water pool

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

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.

4.81 out of 5 average rating, 16 reviews

the villages Florida

4.92 out of 5 average rating, 116 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!

A single-story home is depicted in a well-kept neighborhood, featuring a manicured lawn with palm trees and shrubs. Two vehicles, including a golf cart, are parked in the driveway, while a cloudy blue sky provides a serene backdrop.

4.95 out of 5 average rating, 104 reviews

FREE Golf Cart + Fabulous Location + Classy Decor!

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, 67 reviews

The Sunshine Retreat with Golf Car

Pet-friendly home rentals with a hot tub

4.94 out of 5 average rating, 112 reviews

Tiny home in Clermont

Tiny Hamptons | No Pet Fees | Main Floor Bed

5 out of 5 average rating, 34 reviews

Home in Tavares

1950's Sunnyside Cottage-Boat Parking-Hot tub-Cozy

5 out of 5 average rating, 6 reviews

The Coconut Lounge 3/2 w/ Hot Tub & Pool Table

5 out of 5 average rating, 13 reviews

3/2 Courtyard Villa w/ Hot Tub and Golf Cart

4.98 out of 5 average rating, 155 reviews

Home in Minneola

Pool + Heated spa Family friendly King suite Oasis

Superhost

The exterior of the home features elegant curved architecture, complemented by a vibrant red front door. Large arched windows allow natural light to fill the interior, while the well-manicured lawn and landscaping enhance the welcoming feel of the property.

Home in Ocala

4.84 out of 5 average rating, 92 reviews

Elegant Ocala Oasis w/Pool: Unwind in Luxury

A charming golf cart is parked on a concrete driveway, featuring a sleek design with a black canopy. The surrounding area is landscaped with greenery and flowers, complementing the residential home and two-car garage visible in the background.

5 out of 5 average rating, 11 reviews

Willie’s Place w/ Golf Cart, Hot Tub & Lanai | Dog

4.86 out of 5 average rating, 185 reviews

A tranquil log cabin is nestled among lush greenery, with a wooden deck extending over calm waters. The surrounding trees provide shade, while the cabin's rustic exterior blends harmoniously with the natural environment, creating a serene retreat.

Cabin in Nobleton

Log cabin on the river

Pet-friendly house rentals

A serene view of a golf course at sunset, featuring a calm body of water reflecting vibrant orange and purple hues. A fountain can be seen gently spraying water in the foreground, with a silhouette of a large tree and distant homes framing the scene.

4.91 out of 5 average rating, 35 reviews

My House Is Your House at Hacienda

A single-story home with a yellow exterior is set in a lush green yard. Sunlight brightens the front, showcasing a covered patio area with a striped awning. Low shrubbery lines the foundation, adding to the inviting outdoor space. A grill can be seen on the patio.

4.88 out of 5 average rating, 17 reviews

Amazing Location

The exterior of the villa showcases a well-maintained façade with siding in soft gray tones. A golf cart is parked on the driveway, alongside a neatly landscaped area featuring rose bushes. The front entry is framed by two accent lights and features an inviting porch.

5 out of 5 average rating, 59 reviews

SpringHouse - 3 Bdrm Patio Villa in The Villages

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.

4.97 out of 5 average rating, 35 reviews

Lovely Largo Lantana

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.

5 out of 5 average rating, 29 reviews

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

A modern single-story home is presented with a large driveway and a vibrant blue golf cart parked at the front. The exterior features a peaked roof with a blend of light gray and green siding. Lush landscaping outlines the driveway.

5 out of 5 average rating, 52 reviews

Moultrie Creek Retreat with Golf Cart!

The exterior of a single-story home is presented, featuring a welcoming entrance with landscaping that includes shrubs and small plants. A two-car garage is visible on the right side, and the smooth driveway leads up to the front door. Rooflines are in neutral tones under a clear sky.

5 out of 5 average rating, 13 reviews

Bright & Modern Sunshine Villa

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.