
Guesthouse vacation rentals in DeLand
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Top-rated guesthouse rentals in DeLand
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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.

Silver Lake Guest Pool House Very Private !
The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Little Hidden Cottage- Near Sanford Airport
Located in Sanford FL, our Hidden Little Cottage is a private studio guest house with its own entrance, 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

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!

Tropical Cottage & Garage 2 Miles from Blue Spring
This cozy spring escape sits privately behind a unoccupied garage among the quiet oak streets of Orange city. conveniently located 2 miles from Blue springs state park, 5 miles from Downtown Deland and 30 minutes from the beautiful beaches of Daytona and New Syrmrna. This property provides a unique connection to nature. Enjoy an outdoor bathroom experience with a shower under the stars. Blue Springs is now open for swimming & water fun as of May 23, 2025! Garage amenities included!

Livingston Pool House- In The Heart of Downtown
Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Hidden Gem - Cottage in Lake Helen
Nestled in a beautiful paved and gardened backyard space. My 640 sq/ft private cottage is behind my home in the small quiet town of Lake Helen, only a mile off of I-4. The cottage is filled with all the amenities that will make you feel at home. The cottage has one queen bed and the sofa bed is perfect for children. Also a pack and play for little ones. The cottage is perfect for two but will suit 4.

Private 1-bd Mid-Century Guesthouse
Welcome to our tranquil & private 1-bd Mid-Century Modern Guesthouse. The space has a separate entrance and keyless access. Full kitchen, living room, bedroom and bathroom. Centrally located in Florida, our guesthouse offers easy access to the surrounding areas. Lots of museums, nature walks, parks & fantastic places to eat. Book now & experience the love & care we have put into our property!

Cottage on horse farm
Casual cottage on horse farm in rural setting. Stroll through the flower gardens and paddock lanes of the 30 acre horse farm. Watch horses trained dressage. Country atmosphere but still only 10 minutes to grocery store, 5 minutes to restaurants, 15 minutes to historical downtown Deland, Stetson University & skydive Deland. 30 minutes to Daytona Speedway, 45 minutes to the beach. NO WI-FI

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 DeLand guesthouse rentals
Family-friendly guest house rentals

"Little Blue House" Getaway Near the Disney Parks

Welcome to The Blue House

Silver Springs Shores Studio

Cozy Guesthouse close to all

Blueberry Farm Country Cottage

Cozy guest house close to Downtown Orlando

Private space near the beach.

Unit B Apt Relax House
Guest house rentals with a patio

Jefferson St. Cottage

The Little House

The Cocoa Boho Rooftop Retreat

Private Guest Suite in heart of Downtown Orlando

Adorable Private 1-Bedroom guesthouse with deck

Historic lakefront guesthouse

The Sacred Space Downtown Orlando Milk District

Palm Suite at Bliss House
Guest house rentals with a washer and dryer

Eland Cottage a rural setting close to everything

Private Luxurious Apt. - Historic Downtown Orlando

8th Green Cottage - A relaxing oasis in the city

Treehouse Inn Downtown Orlando, 2 bedrooms 2 bath

Modern Private Studio

Modern Guest Studio (Private) Pool / Spa available

Indian River Guest House-Waterfront-Dock-Near Port

The Nest
Quick stats about guesthouse rentals in DeLand
Total rentals
10 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
1.9K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- Amway Center
- Playalinda Beach
- Daytona International Speedway
- Aquatica
- Walt Disney World Resort Golf
- Apollo Beach
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park
- Summer Haven st. Augustine FL
- Old A1A Beach
- Universal's Islands of Adventure
- Daytona Beach Boardwalk and Pier