Guesthouse vacation rentals in Daytona Beach

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Top-rated guesthouse rentals in Daytona Beach

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A private tropical pool area is framed by lush greenery and vibrant plants, complemented by a stone water feature. The sparkling water reflects sunlight, creating a serene atmosphere. Loungers are positioned nearby for relaxation, inviting guests to enjoy the tranquil setting.

Guesthouse in Port Orange

4.94 out of 5 average rating, 359 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.

Guest favorite

A charming cottage is surrounded by lush greenery and tropical foliage. A stone pathway leads to the front door, framed by a covered porch featuring seating. The exterior showcases a light-colored shingle design, complemented by a metal roof and tasteful outdoor lighting.

Guesthouse in Palm Coast

4.97 out of 5 average rating, 325 reviews

Private beachside guest cottage

This private guest cottage is located just down the street from the beach in “The Hammock” area of Palm Coast. ( The beach and Hammock Beach Resort is just 1 mile away) If you love the outdoors, this cottage is for you! (Golf, fishing, beach, surfing, hiking, biking, boating) State and County Parks nearby. PLEASE read the entire listing descriptions below before booking, MOST IMPORTANT is the “Location / Neighborhood” description. This cottage can be reserved for a maximum of two guests only.

Top guest favorite

A well-equipped kitchen area features white cabinetry with black hardware and a small sink. Open shelving displays decorative items and kitchen essentials. A coffee maker is positioned next to an electric oven, while a gray mat is placed in front of the counter, complementing the wood-look flooring.

Guesthouse in DeLand

4.97 out of 5 average rating, 111 reviews

The Glass-Flower Cottage

This romantic cottage is perfect for some much-needed relaxation. Your private fenced-in yard has its own outdoor dining area, charcoal grill, paver walkway, and fire chiminea. Nicely located within 2 miles of Historic Downtown Deland, there are numerous unique shops, exquisite eateries, and exciting nightlife nearby. The famous Daytona Beach and Daytona 500 Speedway are 21-25 miles away. Enjoy a cup of coffee and relax a while. Don’t see availability, check out our other places!

Guest favorite

A cozy living area features a blue sofa adorned with patterned cushions. A light wood table and chair provide space for work or relaxation. Two lamps and a flat-screen TV are positioned next to newly installed windows that offer natural light and outdoor views.

Guesthouse in DeLand

4.96 out of 5 average rating, 214 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.

Guest favorite

The spacious room features a queen bed dressed in crisp white linens, flanked by two blue accent chairs. A large area rug adds comfort underfoot. Natural light streams in through a nearby window, and a ceiling fan provides a cooling breeze. A small dining area is also visible.

Guesthouse in Sanford

4.93 out of 5 average rating, 117 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

A wooden deck area features a mural depicting a serene waterside scene. Two large glass doors provide access to the interior, while tropical plants add a touch of greenery. A long, dark fire pit table sits centrally, ready for gatherings.

Guesthouse in Orange City

4.85 out of 5 average rating, 157 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 favorite

A studio space is highlighted by a queen bed, draped in an orange coverlet, and accented by decorative pillows. A small side table holds a basket. A cozy chair sits nearby, and natural light filters through sheer curtains, enhancing the inviting atmosphere.

Guesthouse in Ormond Beach

4.95 out of 5 average rating, 107 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.

Guest favorite

A spacious living area features a large sectional couch in deep blue, offering ample seating. Natural light filters through colorful sheer curtains, illuminating the room. A coffee table sits in the center, while a wall-mounted TV provides entertainment options. A decorative fan enhances the cozy atmosphere.

Guesthouse in Palm Coast

4.92 out of 5 average rating, 171 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 favorite

A spacious outdoor area is shown with a large cottage visible, featuring a balcony and large windows. Surrounding trees create a serene backdrop, while soft lighting highlights a pathway. The ground reflects the light, indicating recent rain and enhancing the tranquil atmosphere.

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 favorite

A spacious bed is positioned against a light blue wall, complemented by mirrored accents on the headboard. Two lamps are placed on mirrored nightstands, and decorative wall mirrors above the bed enhance the room's brightness. Flowing gray curtains frame a large window, allowing natural light.

Guesthouse in Port Orange

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 favorite

The entrance of the cottage is highlighted by a warm glow from the inviting red door. Decorative curtains frame the entrance, complemented by a pathway lined with greenery and potted plants, creating a welcoming ambiance as evening falls.

Guesthouse in Lake Helen

4.95 out of 5 average rating, 244 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 favorite

A cozy studio features a spacious bed with a decorative blue and white coverlet. Natural light streams through the floral-patterned curtains, illuminating the wood-grain flooring. A ceiling fan, air conditioning unit, and various furniture pieces provide comfort and functionality within the inviting space.

Guesthouse in DeLand

4.9 out of 5 average rating, 485 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.