The Villages Market Square Tours and Activities

Plan a trip to see The Villages Market Square

Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was NZ$4,390, price is now NZ$2,962 per person
NZ$2,962
per person
25 Dec - 1 Jan
found 2 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.6/10 Exceptional! (1,019 reviews)
Really nice and clean space in the middle of Orlando. Will stay here for future Orlando vacations.

Reviewed on 3 Nov 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
Save 100% on your flight
Price was NZ$7,847, price is now NZ$5,135 per person
NZ$5,135
per person
25 Dec - 1 Jan
found 2 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.6/10 Exceptional! (301 reviews)
Our first time there as a staycation and we technically live 20 minutes away. Service was impeccable. The rooms were clean. The whole outdoor area of the bars, pool, and beach or pristine. The staff at all the restaurants were amazing. Food was fantastic. Custom cocktails at Cieba were out of this world. This is a fantastic getaway./we’re out of this world. This is a fantastic getaway/staycation. Worth every penny.

Reviewed on 7 Nov 2025

Beautiful 5bed 3 bath house-Disney Parks

Beautiful 5bed 3 bath house-Disney Parks

4 out of 5
Davenport Lakes
Save 100% on your flight
Price was NZ$8,521, price is now NZ$6,301 per person
NZ$6,301
per person
25 Dec - 1 Jan
found 2 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
No reviews

Popular places to visit

Brownwood Paddock Square

Brownwood Paddock Square

You can do some window-shopping at Brownwood Paddock Square during your visit to Wildwood. Discover the live music and shops in this family-friendly area.

Brownwood Paddock Square

Cane Garden Country Club

Enjoy a round of golf in The Villages at Cane Garden Country Club. Discover the cafes and entertainment venues in this family-friendly area.

Cane Garden Country Club

Country Club Of Lady Lake

Enjoy a round of golf in Lady Lake at Country Club Of Lady Lake. Wander the lakeside in this quaint area.

Country Club Of Lady Lake

Miona Lake Golf Club

Enjoy a round of golf in Wildwood at Miona Lake Golf Club. While in this family-friendly area, you can savour the top-notch restaurants.

Miona Lake Golf Club

Spanish Springs Lanes

You can take time to visit Spanish Springs Lanes during your travels to Lady Lake. Visit the shops in this family-friendly area or simply enjoy its restaurants.

Spanish Springs Lanes

Spanish Springs Town Square

You can search for that perfect souvenir at Spanish Springs Town Square during your stay in Lady Lake. Wander the lakeside in this quaint area.

Spanish Springs Town Square

Top The Villages Market Square Hotel & Accommodation Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
The Waterfront Inn
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

The Villages
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

The Villages
Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

The Villages
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
The Gardenia House | Home in The Villages with large yard & pool access

The Gardenia House | Home in The Villages with large yard & pool access

The Villages
The Gardenia House | Home in The Villages with large yard & pool access
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

The Villages
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Charming 3/2 Virginia Trace Villa, next to Lake Sumter Landing, with golf cart

Charming 3/2 Virginia Trace Villa, next to Lake Sumter Landing, with golf cart

The Villages
Charming 3/2 Virginia Trace Villa, next to Lake Sumter Landing, with golf cart
Walk to Sumter Square ~ Cozy updated 2 BR/2BA ~ Entertainers Dream Lanai

Walk to Sumter Square ~ Cozy updated 2 BR/2BA ~ Entertainers Dream Lanai

The Villages
Walk to Sumter Square ~ Cozy updated 2 BR/2BA ~ Entertainers Dream Lanai
Beautiful home within Walking distance to Sumter Landing

Beautiful home within Walking distance to Sumter Landing

The Villages
Beautiful home within Walking distance to Sumter Landing
See all 1,795 properties in The Villages Market Square
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.