Lake houses in Lady Lake

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Top-rated vacation rentals in Lady Lake

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in The villages Florida

4.97 out of 5 average rating, 207 reviews

The Village’s Coffee or cocktails on the course !

EXCELLENT ROBUST WI FI FOR THE ENTIRE PROPERTY . CHECK OUT TIME IS 10AM Wake up with Coffee or afternoon cocktails on the fifth hole of the Tierra Del Sol Country Club close to Spanish Springs and Lake Sumter Landing town squares. In the Village of Santiago. Free live music 365 days at each of three town squares. CLose to shopping, golf and pools. Enjoy day of golf, swimming, a country club dinner and dancing on the square NO smoking environment. NO children Also, no pets allowed.

Dec 9 – 16

G$30,628 GYD per night

Guest favorite

Home in Lady Lake

4.97 out of 5 average rating, 270 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.

Nov 24 – Dec 1

G$18,994 GYD per night

Superhost

Home in Lady Lake

4.82 out of 5 average rating, 11 reviews

Country Club Hills 2B/2B, located in The Villages

Rolling hills and scenic views are exactly what you'll find in The Village of Country Club Hills. This beautiful home is centrally located in the historic area of The Villages within a five minute golf cart ride to The Orange Blossom Hills Golf and Country Club. Residents here can choose between 18 holes of championship golf, or the scenic Hilltop executive course. Close to shopping, restaurants, and nightly live music in the Spanish Springs Square. An hour drive from Orlando. 200 mbps Wifi.

Sep 29 – Oct 6

G$19,318 GYD per night

Guest favorite

Home in The Villages

4.96 out of 5 average rating, 128 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.

Apr 7 – 14

G$20,868 GYD per night

Superhost

Cottage in Wildwood

4.85 out of 5 average rating, 194 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

Nov 13 – 20

G$21,532 GYD per night

Guest favorite

Home in Lady Lake

4.88 out of 5 average rating, 26 reviews

The Villages 4 Golf, PickleBall & a whole lot more

Our home has everything you need for comfort & ease when you are not out enjoying "The Villages Lifestyle". It is on the "Historic Side". Walk to Spanish Springs Town Square, Publix, restaurants & shopping. Paradise Park is a short walk away where you can enjoy the shaded pathways. Hang out at the archery field or take in some self guided exercise with outdoor equipment. So much to enjoy so little time to take it all in! Note: The Villages is an active adult community. No work crews.

Jul 4 – 11

G$18,014 GYD per night

Guest favorite

Home in The Villages

4.93 out of 5 average rating, 103 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golf cart, offered at this baja style 2 BR, 2BA courtyard villa! The villa comes fully furnished with pots, pans, linens, and it even has 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 steel appliances, beautiful plank flooring, new carpet, and paint. King bed in the master, queen bed in the guest bedroom. Both bedrooms have TV.

Aug 7 – 14

G$21,742 GYD per night

Guest favorite

Villa in Lady Lake

4.9 out of 5 average rating, 30 reviews

The 19th Hole - Walk to Spanish Springs Square

Newly remodeled home. Fully redone kitchen and bathroom. This Courtyard Villa is just 0.3 miles to the center of Spanish Springs Square. You’ll recognize Spanish Springs Town Square by its unique fabled history from the exteriors of the shops to the fountains on the square. Walk to nightly entertainment. This 2 bedroom, 1 bathroom comes with King Size bed in the Master Bedroom. Queen bed in the guest bedroom. 75-inch TV. Complete with linens, washer/dryer, kitchen equipment and WiFi.

Oct 16 – 23

G$24,054 GYD per night

Guest favorite

Home in Lady Lake

4.95 out of 5 average rating, 57 reviews

Villages, FL. Designer Home 2 blocks from town SQ!

Location!Location! Location! Designer home with access to close shopping,pools, tennis, golf, pickle ball, live bands every night, and it’s all within 5 minutes on golf cart! High speed Wifi. Grocery stores are 2 blocks from house! Golf cart is included with house. The house is located one hour north of Orlando, and 1 hour and 9 minutes away from Disney World! There is so much to do here in The Villages you can find something of interest for everyone in the family! Enjoy!

Aug 16 – 23

G$26,625 GYD per night

Guest favorite

Home in Lady Lake

4.94 out of 5 average rating, 35 reviews

The Villages Golf view. 3BR, 2Bath Whole house.

The Villages with a Golf and water view. Pet and children friendly. King Bed suite. Single family 3BR, 2 bath, two car garage, 4 seater golf cart available on request (conditions apply). Pickleball, tennis, swimming pool, recreation center a one minute walk. 2 miles radius to access most big box stores or chain restaurants. Grocery, drug stores walking distance. The Spanish Springs town square is 2 miles, Lake Sumter landing square is 3.5 miles. Self check in lock box.

Jul 22 – 29

G$17,817 GYD per night

Guest favorite

Home in The Villages

4.99 out of 5 average rating, 109 reviews

Whole House 3 Bedroom (sleeps 10) in The Villages

Entire house in the Village of Del Mar located within the exclusive gated community of The Villages, Florida! A three bedroom, two bathroom spacious home with a living room with a sleeper sofa, dining room, lanai and a patio with a grill. It is located on a corner lot, only an 8 minute walk (2 minutes by car or golf cart) to Spanish Springs Town Square and a short distance to three different executive golf courses and dozens of amenities.

Jun 26 – Jul 3

G$26,332 GYD per night

Guest favorite

Home in The Villages

5.0 out of 5 average rating, 7 reviews

Courtyard Villa

Beautiful Courtyard Villa. Best of all is the location, which puts you conveniently located to Spanish Springs and Lake Sumter Landing. Restaurants and shopping on Rt441. See why over a 130,000 people call it "Disneyland for Adults". Enjoy golf, pickle ball, shopping, relaxing, and dancing every night to free live music by different bands in the 3 town squares.

Sep 21 – 28

G$17,180 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lady Lake vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Lady Lake's top sights

Spanish Springs Town Square75 locals recommend

Sharon L. Morse Performing Arts Center16 locals recommend

Oakwood Smokehouse4 locals recommend

Miller's Ale House - Lady Lake3 locals recommend

Sakura Restaurant3 locals recommend

Amerikanos Grille5 locals recommend

Other great vacation rentals in Lady Lake

Guest favorite

Guesthouse in Tavares

4.99 out of 5 average rating, 157 reviews

Cypress Point Cottage

Sep 9 – 16

G$22,249 GYD per night

Guest favorite

Home in Eustis

4.97 out of 5 average rating, 108 reviews

Waterfront with Boat Dock! Fishing and Summer Fun!

May 6 – 13

G$31,523 GYD per night

Guest favorite

Cottage in Tavares

4.97 out of 5 average rating, 204 reviews

Lakeside Cottage on Lake Dora

Nov 29 – Dec 6

G$29,480 GYD per night

Guest favorite

Home in Inverness

4.96 out of 5 average rating, 197 reviews

Inverness Home with a View

Sep 3 – 10

G$21,317 GYD per night

Guest favorite

Tiny home in Inverness

4.96 out of 5 average rating, 241 reviews

The Love Shack at The Cove

Nov 19 – 26

G$25,447 GYD per night

Guest favorite

Cottage in Tavares

4.92 out of 5 average rating, 131 reviews

Cypress Boathouse Retreat

Aug 18 – 25

G$24,336 GYD per night

Guest favorite

Home in Leesburg

4.87 out of 5 average rating, 136 reviews

3-bedroom house with an amazing lake view

Aug 17 – 24

G$30,163 GYD per night

Guest favorite

Cottage in Floral City

4.93 out of 5 average rating, 182 reviews

Waterfront Cottage 2BR 1B

Aug 29 – Sep 5

G$19,805 GYD per night

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Lady Lake fishing houses

Guest favorite

Home in Summerfield

4.88 out of 5 average rating, 160 reviews

Modern Lake Weir House

Nov 14 – 21

G$59,335 GYD per night

Guest favorite

Home in Fort McCoy

4.91 out of 5 average rating, 128 reviews

Peace & Tranquility? You found it!

May 9 – 16

G$21,535 GYD per night

Guest favorite

Home in Mount Dora

4.94 out of 5 average rating, 109 reviews

Modern Farmhouse & Pool in Mount Dora by Lake Ola

Jul 9 – 16

G$35,761 GYD per night

Guest favorite

Home in Astor

4.95 out of 5 average rating, 121 reviews

River house with 2 boat docks

Sep 9 – 16

G$40,729 GYD per night

Guest favorite

Home in Ocoee

4.9 out of 5 average rating, 121 reviews

Lakeview Sunsets with Loft Escape West of Orlando

Aug 2 – 9

G$30,265 GYD per night

Superhost

Home in Inverness

4.88 out of 5 average rating, 179 reviews

Small Lake Hideaway

Oct 9 – 16

G$28,737 GYD per night

Guest favorite

Home in Summerfield

5.0 out of 5 average rating, 5 reviews

GiGi’s Cozy Cottage

Oct 17 – 24

G$28,568 GYD per night

Guest favorite

Home in The Villages

4.89 out of 5 average rating, 9 reviews

Vacation in luxury at Margarita House!

Dec 1 – 8

G$27,039 GYD per night

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Other great vacation rentals in Lady Lake

Guest favorite

Home in Lady Lake

5.0 out of 5 average rating, 10 reviews

Villages Retreat with Golf Cart & Owner Amenities

Apr 17 – 24

G$27,797 GYD per night

Guest favorite

Villa in Lady Lake

4.96 out of 5 average rating, 26 reviews

The villages great Location free golf car

Sep 22 – 29

G$29,777 GYD per night

Guest favorite

Guesthouse in Lady Lake

5.0 out of 5 average rating, 56 reviews

Cute & Cozy Tiny Guesthouse

Jun 14 – 21

G$16,416 GYD per night

Guest favorite

Home in Lady Lake

5.0 out of 5 average rating, 11 reviews

Relaxing home in The Villages

Jun 11 – 18

G$30,266 GYD per night

Guest favorite

Home in Lady Lake

4.94 out of 5 average rating, 66 reviews

Magnolia Cottage under the Paradise sun.

Apr 11 – 18

G$22,792 GYD per night

Guest favorite

Home in The Villages

4.94 out of 5 average rating, 51 reviews

3 BR 2 BA Coastal-vibe Golf Cart, Pool, Pickleball

Aug 14 – 21

G$24,353 GYD per night

Guest favorite

Home in Lady Lake

4.92 out of 5 average rating, 12 reviews

The Villages, De La Vista West 1760

Dec 15 – 22

G$23,974 GYD per night

Guest favorite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Beautiful home in the heart of The Villages.

Nov 6 – 13

G$25,151 GYD per night

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Quick stats about vacation rentals in Lady Lake

Total rentals
110 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
1.9K reviews

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Lady Lake?
Yes! Work meets play with ease at over 50 house rentals in Lady Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Lady Lake have air conditioning?
Absolutely! We offer over 100 house rentals with air conditioning in Lady Lake. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lady Lake have wifi?
Absolutely! We offer over 100 house rentals with wifi in Lady Lake. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Lady Lake?
Four-legged friends are welcome in Lady Lake. Choose from more than 40 house rentals for guests traveling with pets.
Are there family-friendly house rentals in Lady Lake?
Lady Lake has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Lady Lake house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Lady Lake, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Lady Lake have a kitchen?
Absolutely! We offer over 100 house rentals with a kitchen in Lady Lake. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lady Lake have free parking?
Absolutely! We offer over 100 house rentals with free parking in Lady Lake. Enjoy a tailored experience with all the comforts you desire.

Lake houses in Lady Lake

Top-rated vacation rentals in Lady Lake

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Lady Lake vacation rentals

Stay near Lady Lake's top sights

Other great vacation rentals in Lady Lake

Guesthouse in Tavares

Home in Eustis

Cottage in Tavares

Home in Inverness

Tiny home in Inverness

Cottage in Tavares

Home in Leesburg

Cottage in Floral City

Lady Lake fishing houses

Home in Summerfield

Home in Fort McCoy

Home in Mount Dora

Home in Astor

Home in Ocoee

Home in Inverness

Home in Summerfield

Home in The Villages

Other great vacation rentals in Lady Lake

Home in Lady Lake

Villa in Lady Lake

Guesthouse in Lady Lake

Home in Lady Lake

Home in Lady Lake

Home in The Villages

Home in Lady Lake

Home in The Villages

Quick stats about vacation rentals in Lady Lake

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Lady Lake?

Do house rentals in Lady Lake have air conditioning?

Do house rentals in Lady Lake have wifi?

Are there pet-friendly house rentals in Lady Lake?

Are there family-friendly house rentals in Lady Lake?

Are there Lady Lake house rentals on Airbnb with pools?

Do house rentals in Lady Lake have a kitchen?

Do house rentals in Lady Lake have free parking?

Destinations to explore