Things to do in Hollywood
Scuba diving, snorkeling, Jet skiing, deep sea fishing is just a selection of some of the abundance of activities available for visitors in Hollywood.
Florida · South Atlantic Coast
Hollywood
Hollywood
vacation rentals
Explore privately owned Hollywood vacation rentals, professionally managed with a destination specialist available to help you compare the options.
73 homes listed
7 beachfront
Up to 9 bedrooms
Sleeps up to 22
73Homes listed
7Beachfront
47Houses & villas
25Condos
About Hollywood vacation rentals
Choosing a vacation rental in Hollywood
Emerald Kite currently represents 73 professionally managed Hollywood vacation rentals. The collection includes houses, villas and condos, including layouts with up to 9 bedrooms, homes sleeping up to 22 guests and 7 beachfront options. Each property is privately owned and represented by an established property-management company responsible for guest support during the stay.
A mere 11 miles from Fort Myers and the 12th largest city in Florida, our classically beautiful Florida beach town has attracted visitors since the 1920s. This laid back, yet vibrant year round family destination presents a charming beach location and should be at the top of your list for your next Florida vacation. With numerous highly-rated restaurants and vacation accommodations, located right at the beach, Hollywood Florida will be sure not to disappoint.
Beachfront
Villas & houses
Condos
Pet-friendly
73homes listed here
Your destination specialist
Speak to Sally
Sally looks after Hollywood for Emerald Kite. Lines are open 7 days a week, 9 a.m. to 10 p.m. EST.
Find the right fit
Explore Hollywood vacation rentals by size & style
Start with the space your group needs, then use the available property and experience links to narrow the collection. Each direct link opens matching Hollywood vacation rentals, with the closest bedroom and guest-capacity matches shown first.
Hollywood rentals by bedroom count
Property types and featured collections
Handpicked in Hollywood
Search all 73 homes →
Featured Hollywood vacation rentals
Compare a rotating selection of professionally managed houses, villas and condos in Hollywood. Each card shows bedrooms, bathrooms, sleeping capacity and a starting rate where one has been supplied.
Gold 
Hollywood
Stunning Hollywood Beach Vacation Rental - 1 Bedroom Ocean Views Condo
Call for rates
Around Hollywood
Ways to spend the week
Eating in Hollywood
Exceptional seafood and family dining at the boardwalk allows for al fresco dining steps from the beach.
Shopping in Hollywood
Downtown Hollywood’s brick-paved sidewalks intersect with our many trendy chic boutiques, bistros and sidewalk cafes.
Good to know
Planning your trip to Hollywood
Getting around Hollywood
Our closest major airport is Fort Lauderdale-Hollywood International Airport (FLL / KFLL) and is located 5 miles from the center of Hollywood, FL.
House or condo?
Of the homes represented here, 47 are houses and 25 are condos. A private house may offer more outdoor space and separation between generations; a condo may offer a convenient position or shared amenities.
Why book with us
Booking Hollywood with Emerald Kite
Every home on this page is privately owned and represented by an established property-management company, with a destination specialist available to help you compare the options.
- Privately owned homes, each represented by an established management company
- Vetted on location, quality, amenities and the manager’s responsiveness — and removed if that slips
- A destination specialist helps compare the homes that fit your trip
- Payment, cancellation and check-in terms supplied before you book
- Villa Specialists available by phone
- A complimentary concierge service for dining, activities and directions
Good to know
Hollywood vacation rental FAQs
Answers to common questions about choosing and booking a professionally managed stay in Hollywood.
Are these Hollywood homes professionally managed?
Yes. Every home is privately owned but represented by an established property-management company responsible for cleaning, maintenance and guest support during your stay. Before a property joins the portfolio it is assessed on location, the quality of the accommodation, access to amenities and the reputation and responsiveness of the management company, and it is removed if it stops meeting that standard.
Can we bring a dog?
It varies by property rather than by destination. Ask your agent to identify homes that currently accept pets, then confirm the type, number and size limits before booking. Property rules, including smoking policies, are supplied for the individual home.
How is my payment protected?
Payment schedules, cancellation terms and any protections vary by property manager and destination. Your agent will identify the contracting property manager and provide the applicable rental agreement and payment terms for review before you book.
What do Platinum, Gold and Silver mean on a listing?
They are our own rankings and they describe the interior furnishings only - not the price, the view or the location. A Platinum or Gold home can cost less than a Silver one in a better position. Rankings move up when a home is upgraded and down when it has not been refreshed in a while.
How much does a rental cost, and when do we check in?
Where a manager has supplied a starting rate you will see it on the listing; where they have not, rates are quoted on request because they change with season and length of stay. Check-in and checkout times vary by property and manager, and your agent will confirm both for the home you choose.
Also worth a look
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Need help choosing?
Tell us who is travelling and when, and a destination specialist will shortlist the homes that suit you.