
Guest house holiday rentals in DeLand
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Top-rated guest house rentals in DeLand
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Relaxing Tropical Pool Get Away Suite
Relaxing Tropical themed pool, spa with grilling area and tiki bar. Private secure parking space near detached suite with gated entry code access. Centrally located to all main area attractions and events. Coffee, shopping, and walking distance from the popular local restaurants and drinking establishments, also two waterfront dog walking parks in the neighborhood. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.

Little Hidden Cottage- Near Sanford Airport
Located in Sanford FL, our Hidden Little Cottage is a Private Studio Guest House with its own entrance, fence, features full kitchen & bath room, queen size bed, full size pull out couch & twin size travel bed, & provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We’re also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts

Nature Unique lake view Tiny Guest studio
Tiny Guest house studio with separate entrance for privacy and amazing Lake view. Unlimited rental of 2 Blue kayaks included during stay!! Walking distace from windixie supermarket, downtown lake Mary, restaurants, shopping centers, entertainment and dunking Donuts. Common areas outside studio are shared. Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl. 30 min to Daytona Beach. Near Wekiva springs. To go to Disney, easy access to I-4 and 4-17.

No Worries Carriage House, 5 min walk to Stetson
This second-floor carriage house is all yours. Located on a quiet street amidst historic homes. Walk to Stetson in 5 min. Downtown DeLand is an easy 15 min. walk. Your two bedrooms, full kitchen, private access will be great for a get-away for you and your guests. 42" flatscreen TV with cable and Amazon Prime with no ads. Wifi. The second-story banks of windows look out over beautiful, tropical plants. Space to work or relax. We look forward to you enjoying your stay with us.

Sunset Cottage in Lake Mary, Florida
Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

Suite Retreat
Avoid blah hotels with high prices and stay in this luxe new apartment suite! It’s a perfect retreat in Central Florida. Located a short drive to activities, restaurants, & shops in Lake Mary or downtown Sanford - 45-55 min to Orlando theme parks or the beaches of New Smyrna. Ideal for a couple’s retreat or a getaway for one. Guests use office space designed for comfort & productivity. A cozy chair begs readers to curl up and read. The outdoor canopy hosts breakfast with birdsong!

Private Cozy Cottage in heart of Orlando
Come stay at our Cozy quaint suite located in the historic downtown Lake Davis neighborhood with a 5 minute walk to a quiet neighborhood market, 1 mile walk to downtown Orlando with entertainment and the Downtown Farmers Market. Less than 30 minutes to the worlds greatest attractions Disney, Universal Studios, Sea World etc. The beach is a 1 hour drive. One car parking. The room is connected to a family home you’re able to hear guest next door. Not for parties . Please NO pets.

Cozy Guesthouse close to all
Keep it simple at this peaceful and centrally-located place. Just 1.4 miles from the beach and 1 block from Ormond’s pubs and restaurants; you can take a bike or walk to most of the best spots! Designed for ultimate relaxation and equipped with all you’ll need to enjoy your cozy home away from home. We have the beach, the restaurants, and rivers nearby for kayaking or boating! Go one way for beaches and breezy pub crawls and the other for walking paths and lazy river floating.

Tranquil Hideaway
This serene home offers the perfect blend of comfort and convenience. Located just minutes from Green Springs State Park, you'll enjoy easy access to outdoor adventures. Inside, you'll find a spacious living area, a fully equipped kitchen, and comfortable bedrooms with queen-size beds. Ideal for remote workers, the dedicated workspace provides a quiet and productive environment. Whether you're seeking a family vacation or a romantic getaway, this home has everything you need.

The Idle Hour Cottage - Walk to Downtown!
Idle Hour is a newly renovated cottage style 1 bedroom/1 bath unit. Located within walking distance to downtown, the marina, several parks, and Lake Dora. Enjoy the quaint neighborhoods, dining, shopping, or attend one of the year round festivities. Relax and enjoy the nostalgia of yesteryear while exploring downtown or relaxing in the courtyard with a glass of wine around the firepit.

The Cottage at True Trail Farm
Our studio Cottage is pet friendly and sleeps 2 comfortably. This is a tiny house where we have managed to fit all essentials for a relaxing stay. We are 5 minutes from historic downtown and 30 minutes to the World’s Most Famous Beach, Daytona Beach. Enjoy fresh eggs from our chickens in the morning before heading to the Springs for a cool dip or manatee watching only 10 minutes away.

Serene DeLeon Springs Studio Getaway
Stay in a private studio apartment in DeLeon Springs, FL, perfect for solo travelers or couples. This cozy space includes a full kitchen, private bathroom, TV, and internet, offering everything you need for a comfortable stay. Just minutes from DeLeon Springs State Park, Daytona International Speedway, and Daytona Beach, with Orlando’s theme parks about an hour away.
Popular amenities for guest house rentals in DeLand
Family-friendly guest house rentals

Oasis Garden Cottage -cozy, chic, near everything!

Detached suite in Mills 50 food paradise

The Loft in College Park

NEW 1BRM Guesthouse | King Bed | Central Florida

The Cottage A Pet Friendly Guesthouse

Cozy guest house close to Downtown Orlando

Cottage #2- Pet friendly w Private Hot tub & Deck

CRANE PL
Guest house rentals with a patio

College Park Villa Oasis w/ Botanical Courtyard

Jefferson St. Cottage

The Little House

Historic lakefront guesthouse

Vintage Florida Vibes House

Cozy Knight Stay

The Sacred Space Downtown Orlando Milk District

Riverside Guesthouse
Guest house rentals with a washing machine and dryer

8th Green Cottage - A relaxing oasis in the city

Relaxing Private Studio in the Trees!

Modern 1950s Studio • Near Downtown & Theme Parks

Kyle's Place - Private Unit, Pool + Laundry Room

The Coach House -2 bedroom/3 bath Orlando Getaway!

1/1 Private Guesthouse in Orlando (South Downtown)

A Lakeshore Cottage vintage 1926

Peculiar One bedroom Studio.
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £59 | £63 | £60 | £59 | £62 | £59 | £56 | £59 | £59 | £62 | £62 | £61 |
| Avg. temp | 15°C | 16°C | 18°C | 21°C | 24°C | 27°C | 28°C | 28°C | 27°C | 24°C | 19°C | 17°C |
Quick stats about guest house rentals in DeLand

Total holiday rentals
Explore 10 holiday rentals in DeLand

Nightly prices starting at
DeLand holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 1,980 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of DeLand holiday rentals include wifi access

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

4.9 Average rating
DeLand stays are highly rated by guests – averaging 4.9 out of 5!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Magic Kingdom Park
- Discovery Cove
- Epcot
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- Kia Center
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