
Pet-friendly holiday rentals in The Villages
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in The Villages
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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

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.

Into The Mystic - 3/2 Dog Friendly w/ Golf Cart
Into the Mystic is an elegant 3/2 retreat in The Village of St. Catherine, where every detail is intentional. A private enclosed backyard and large screened lanai feature a TV, dining area, lounge seating, and gas grill. Inside, plush sofas, a separate guest wing, and a serene primary suite with en-suite bath. The high-tech kitchen with a show-stopping sink adds modern flair. Dog-friendly, with a 4-seat electric golf cart, walking distance to SAWGRASS Grove and just 3 miles from EASTPORT Square.

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 .

Luxury Villages Stay • Golf Cart • Near Brownwood
Welcome to your Villages retreat! Step into comfort and style in this beautifully decorated, designer home fully furnished with everything you need for a relaxing stay. From cozy bedding to modern furniture. Located in the sought-after Village of Osceola Hills, end of Moyer Blvd just south of Route 44, this spacious 3-bedroom, 3-bathroom home (2021 sq. ft.) features a 2-car garage and comes with a golf cart. You're just minutes away from Brownwood (3 miles) and Sawgrass Grove (2 miles).

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!!

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.

Slice of Paradise! Great location in The Villages!
NO EXTRA CLEANING FEE! Golf cart included w/stay! Across the street from Dabney Recreation featuring an adult pool, pickle ball, tennis, walking trails & more! This 2bd/2ba villa is conveniently located in Dabney Village. Screened lanai & outdoor patio. Under 10 minute golf cart ride to Franklin Recreation center, Jubilee Putting Course, & Mickylee Pitch & Putt. 15 minutes by golf cart to Sawgrass Grove & 36 minutes by golf cart Brownwood Town Square.

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.

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!

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.

Villa 2 Master Suites/2 Golf Carts Great Location
Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!
Popular amenities for The Villages pet-friendly home rentals
Pet-friendly house rentals

StJohns is a great area for golf, hiking, Kayaking

Lovely Largo Lantana

2 golf carts! 3/2 Courtyard Villa sleeps 6

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

Pet Friendly in the Villages!

Moultrie Creek Retreat with Golf Cart!

Lynnhaven | 2 miles Sumter Square | walk to pool

Home away from home entire house
Pet-friendly home rentals with a pool

Lake Dora Dream-Waterfront/Pool

Huge & luxurious home w/view of preserves & fenced

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

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

FREE Golf Cart + Fabulous Location + Classy Decor!

The Sunshine Retreat with Golf Car

2/2 Villa 5 min from Lake Sumter Landing-pets

Cozy Lady Lake Guest House
Private, pet-friendly home rentals

You’ve Arrived! Stunning Home in the Villages!

Recent Lifestyle Home 3/2 Fenced, Private

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

Palm Oasis Retreat - Dog Friendly w/golf cart

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

Relax & Recharge in The Villages

Owl Cove Ranch Sunset Barn Apartment

The Villages: Prime Location!
When is the best time to visit The Villages?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 SGD | $224 SGD | $214 SGD | $164 SGD | $147 SGD | $142 SGD | $129 SGD | $127 SGD | $128 SGD | $140 SGD | $173 SGD | $186 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals that are pet-friendly in The Villages

Total holiday rentals
Explore 340 holiday rentals in The Villages

Nightly prices starting at
The Villages holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 7,660 verified reviews to help you choose

Family-friendly holiday rentals
320 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
340 of The Villages holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Villages rentals

4.9 Average rating
The Villages stays are highly rated by guests – averaging 4.9 out of 5!
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- Walt Disney World Resort
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