Guesthouse holiday rentals in Daytona Beach

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Top-rated Guesthouses in Daytona Beach

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Top Guest favourite

Guesthouse in Port Orange

4.94 out of 5 average rating, 366 reviews

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.

Top Guest favourite

Guesthouse in Longwood

4.97 out of 5 average rating, 115 reviews

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from I-4 makes commuting easy. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not have issues. Grab bars in the bathroom.

Guest favourite

Guesthouse in Sanford

4.95 out of 5 average rating, 167 reviews

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

Guest favourite

Guesthouse in DeLand

4.96 out of 5 average rating, 221 reviews

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.

Top Guest favourite

Guesthouse in Sanford

4.93 out of 5 average rating, 118 reviews

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!

Superhost

Guesthouse in Orange City

4.85 out of 5 average rating, 160 reviews

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!

Top Guest favourite

Guesthouse in Ormond Beach

4.95 out of 5 average rating, 111 reviews

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.

Top Guest favourite

Guesthouse in Palm Coast

4.92 out of 5 average rating, 173 reviews

Unique stay in the Hammock filled with local art

Come hang in the shade in one of the last pieces of 'Old Florida' in the Hammock! A studio apartment filled with local art and awesome thrift finds :) Our tree lined neighborhood is perfect for a quiet get away that is close to the beach and walking distance to the river. We are minutes away from many different beach access, and 2 miles from Bings (boat ramp) and Malacompra trails. St. Augustine is 25 minutes away, Daytona is 30 minutes, Orlando 1.5 hours away

Top Guest favourite

Guesthouse in Ormond Beach

4.96 out of 5 average rating, 113 reviews

Eland Cottage a rural setting close to everything

This fully self-contained country 4 bedrooms with 3 half baths and 2 full bathrooms cottage is in the heart of the Daytona Beach Area. The cottage is part of an 11 -acre estate and has a manager and maintenance department on the premises. This home has a beautiful peaceful private setting, a perfect place for friends and family. Ideal for groups attending the many local events that Daytona beach area offers. We would love you to enjoy your stay with us.

Guest favourite

Guesthouse in Bentwood

4.87 out of 5 average rating, 206 reviews

Chic & Cozy Modern Pool Home

Escape the crowds and relax in this fully private 1BR guest house just 10 minutes from the beach and 15 minutes from Daytona. Located in a quiet, safe neighborhood, this newly renovated pool home features a full kitchen, walk-in closet, sleeper sofa, and access to a shared pool, outdoor shower, and half bath. Ideal for those that want to enjoy all Daytona has to offer, but prefer to get some peace and quiet!

Top Guest favourite

Guesthouse in Lake Helen

4.95 out of 5 average rating, 248 reviews

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.

Top Guest favourite

Guesthouse in DeLand

4.9 out of 5 average rating, 490 reviews

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.