Book Guest Houses in Lake Mary
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Featured Guest Houses in Lake Mary
The Heirloom Inn
644 N Donnelly St Mount Dora FL
The price is CA $298 per night
CA $298
CA $414 total
Jan 23 - Jan 24, 2026
includes taxes & fees
Stay at this guesthouse in Mount Dora. Enjoy free parking, a garden, and cable TV channels. Popular attractions Donnelly Park and The Donnelly House are located nearby.
Pet-friendly
Parking included
Cabin On The Lake
222 Tangerine Ave Lake Helen FL
Free cancellation
Reserve now, pay when you stay
The price is CA $167 per night
CA $167
CA $222 total
Jan 7 - Jan 8, 2026
includes taxes & fees
Book a stay at this golf guesthouse in Lake Helen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Colby Alderman Park and Cassadaga Spiritualist Camp are located nearby.
Breakfast included
Spa
The Estate at Mount Dora
1029 E 5th Avenue Mount Dora FL
The price is CA $149 per night
CA $149
CA $202 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Stay at this guesthouse in Mount Dora. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mount Dora Museum Of Speed and Mount Dora Community Building are located nearby.
Pet-friendly
Parking included
The Ann Stevens House
201 E Kicklighter Rd Lake Helen FL
The price is CA $219 per night
CA $219
CA $246 total
Jan 23 - Jan 24, 2026
includes taxes & fees
Stay at this guesthouse in Lake Helen. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colby Alderman Park and Cassadaga Spiritualist Camp are located nearby.
Parking included
Free WiFi
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Altamonte Springs FL
Stay at this guesthouse in Altamonte Springs. Enjoy free WiFi, balconies, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular attractions Cranes Roost Park and RDV Sportsplex are located nearby.
Free WiFi
Air conditioning
Downtown Lake Eola Historic House 1 OR 2 BED
Orlando FL
The price is CA $81 per night
CA $81
CA $196 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this guesthouse in Orlando. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Kia Center and Camping World Stadium are located nearby.
Free WiFi
Air conditioning
Winter Park Getaway
Winter Park FL
Stay at this guesthouse in Winter Park. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Kia Center and Lake Virginia are located nearby.
Free WiFi
Air conditioning
Mills Cottage by the Little Lake
Orlando FL
Book a stay at this family-friendly guesthouse in Orlando. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Kia Center and Florida Mall are located nearby.
Pool
Hot tub
Historic lakefront guesthouse
Orlando FL
The price is CA $142 per night
CA $142
CA $390 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly guesthouse in Orlando. Enjoy free WiFi, private pools, and a water park. Popular attractions Kia Center and Florida Mall are located nearby.
Pool
Hot tub
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Orlando FL
Stay at this guesthouse in Orlando. Enjoy free WiFi, a water park, and a garden. Popular attractions The Wizarding World of Harry Potter™ and Universal Studios Florida are located nearby.
Free WiFi
Air conditioning
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Orlando FL
Stay at this guesthouse in Orlando. Enjoy free WiFi, a garden, and patios. Popular attractions Kia Center and Camping World Stadium are located nearby.
Pool
Free WiFi
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.
Top trending hotels in Lake Mary
Home2 Suites By Hilton Lake Mary Orlando
582 New Technology Blvd. Lake Mary FL
The price is CA $133 per night from Jan 4 to Jan 5
CA $133
CA $152 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.6/10 Exceptional! (309 reviews)
Lake Mary Guest Houses essential information
Accommodation | 26 Guest Houses |
|---|---|
Lowest Price | CA $140 |
Highest Price | CA $414 |
Popular accommodation | The Heirloom Inn, Cabin On The Lake, The Estate at Mount Dora, The Ann Stevens House, SPRING LAKE GETAWAY SUITE (Detached Guest House), Downtown Lake Eola Historic House 1 OR 2 BED, Winter Park Getaway, Mills Cottage by the Little Lake, Historic lakefront guesthouse, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR, Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks  |
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