Top 10 Vacation Rentals With Chef In Florida, USA - Updated 2022

Rachelle Anne
Rachelle Anne 
Updated

Affectionately named the Sunshine State, Florida’s tropical climate attracts people from all over the world. With one of the longest coastlines in the country, the state has over 1000 miles (1609.3 kilometers) of beaches. While Florida is famous for its summer vibes, it’s also home to 11 national parks that have nearly half of the tree species found in the United States. Everglade National Park itself has an average of a million visitors every year with its unique ecosystem with flora and fauna such as mangroves and Florida panthers. When it comes to cuisine, the Sunshine State certainly has a flair for diverse cuisines from fresh dishes to Floribbean food. Read through this list of top vacation rentals with chef in Florida, USA, and get a taste of the best dishes in the state.

1. Breathtaking mansion in Kissimmee for large groups (from USD 2999)

This luxury villa is complete with themed bedrooms, a theater, a few game rooms, an outdoor kitchen, a workout room, and a spacious outdoor pool. On top of its stunning muraled walls, the mansion has free wifi, laundry facilities, a full kitchen, a dining area that can seat up to 26 people, and private chef services. While guests can enjoy the multi arcade machine and air hockey table, they also have access to Reunion Resort’s water park, golf courses, and tennis courts.

STUNNING 11 BEDROOM LUXURY VILLA ON THE GOLF COURSE REUNION RESORT NEW SALE
71 reviews  Wifi Available
villa 28 Guests 11 Bedrooms 15 Bathrooms

Accommodates: 28
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the wifi is great and plenty of things to do at the house
huge home lots of space great amenities comfortable clean well managed
everyone loved the heated pool and hot tub the theatre room and the game room
this house is a wow for sure everything was wonderful bedding towels outdoor furniture bathrooms kitchen theatre room
pool and hot tub are both really nice
Cleanliness:
easy to navigate and very clean
the house itself was beautiful but it definitely wasn’t cleaned properly
Host:
management company very helpful and can hire a chef if you want
Location:
all in all this is a great place to stay and the mansion is beautiful
Read more reviews

2. The Pelagic Blue, Dune Allen Beach (from USD 4667)

The Pelagic Blue is a gulf-front home tucked away on Dune Allen Beach. It has a built-in grill, a private in-ground pool with a deck, and a pergola. Able to accommodate up to 18 guests, the house has en suite bathrooms in every room and even has an in-home elevator and a laundry in-unit. Guests can rent bicycles, head to Santa Rosa Beach Golf Club, or request an on-site massage. When it comes to meals, guests can request for a private chef, cook up a meal in the fully equipped kitchen, or dine out at one of the nearby restaurants.

Incredible Beachfront Vacation Getaway on 30A w/ Private Pool!
6 reviews
House 18 Guests 7 Bedrooms 8 Bathrooms

Accommodates: 18
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
the availability of the beach was wonderful and the heated pool was perfect for the cooler february days
the beds were incredibly comfortable the house was gorgeous
bathrooms were huge the location was perfect and the we had best view of beach
Host:
was a great place for our staff retreat
Location:
we cooked a lot of great meals went out to the local restaurants and walked miles of beach
Read more reviews

3. Modern oceanfront home in Marathon (from USD 700)

This upscale oceanfront home for eight boasts three spacious balconies overlooking the Atlantic Ocean, floor-to-ceiling windows, five televisions, a private pool, and a comfy sitting area. Ideal for groups or families, the home has everything guests will need for a fun and luxurious vacation getaway. Guests can enjoy direct access to the beautiful beach, and they can borrow outdoor equipment such as kayaks, paddleboards, life jackets, and a bait freezer for fishing. On top of that, the house has convenient features such as high-speed wi-fi, central heating, air conditioning, a washer and dryer, and a private chef that will visit upon request.

Open Water Views from Every Floor! Fabulous Modern Waterfront Home, Private Pool
24 reviews  Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the bed linens were very soft and comfortable
Host:
that you need to feel at home great job on the owners part
Read more reviews

4. Brand new villa in Kissimmee near Walt Disney World Resort (from USD 550)

Tucked away in Kissimmee and only a short drive away from Walt Disney World Resort, this lovely new villa can comfortably sleep up to 16 guests. The villa includes seven baths, a private pool, cribs and high chairs for kids, air conditioning and heating, and free wi-fi. Guests can spend their time working up a sweat on the on-site gym area, chilling in the hot tub, grilling out in the backyard, or enjoying a fun day at the water park at Encore Club. What’s more, guests can request pre-stocked groceries, order optional welcome packs, or request professional chef services.

New House, ECOLAB SANITIZED, PRIVATE POOL
Kissimmee, Florida, United States
49 reviews  Wifi Available
Entire villa 11 Beds 16 Guests 8 Bedrooms 7 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
the resort amenities are great especially the water park and pool area
we were able to enjoy the pool grill and cook during our stay
the house was perfect for a large group as there are plenty rooms with king and queen beds
pool complex including water slides is super fun for kids
pool great for the kids- house had lots of space and worked perfectly for our vacation
Cleanliness:
my stay was awesome very clean house
the house is sparkling clean with a beautiful layout
everything was clean and the house is super spacious which is great for big groups
it was beautiful spacious clean and very well equipped
fantastic home and extremely clean
Host:
host and the management are excellent
the customer service from both the host & the resort management jeeves was outstanding
also the management company is very responsive
hulya’s place was as pictured the host was great
host is very thoughtful and great to communicate with
Location:
the location was perfect and their were many stores near by (walmart publix & a liquor store)
definitely recommend this beautiful house to anyone thinking of staying near the theme parks
nice to have somewhere close by to get a break from the amusement parks and crowds
great location for all the disney theme parks
close to the theme parks and great to come home to the pool
Read more reviews

5. Pet-friendly beach house in Fort Lauderdale (from USD 2857)

This modern beach house in Fort Lauderdale is situated in a quiet neighborhood by the beach. The pet-friendly beach house features a swimming pool, an outdoor fireplace, laundry facilities, a surround sound speaker system, and a full kitchen with modern appliances such as a blender and ice maker. Not only this, but the house has paddleboards, dive flags, sea kayaks, and bikes for days out on the beach and plenty of floaties for the pool. During their stay, guests can request for Personal Chef Carlos Fernandez from “Top Chef”, a personal trainer, and a personal massage therapist.

Modernly Decorated Ft. Lauderdale Beach House The beach is YOUR BACKYARD#1600568
Fort Lauderdale, FL, US
11 Guests 4 Bedrooms 4 Bathrooms

6. Rustic lakeside retreat in Palatka (from USD 131)

Tucked away in the woods near Round Lake, this wooded lakeside retreat is complete with air conditioning and heating, a kitchenette, coin-operated laundry facilities, wireless internet, and ironing facilities. The home is both pet-friendly and family-friendly with its pack ‘n play, books, and board games. While guests can make use of the house’s boats for some fun in the gorgeous lake, they can also have a cozy night in with movies from Netflix, Hulu, or Amazon Prime. On top of that, the property’s owners can hook guests up with a private massage therapist or a private chef upon request.

Peaceful Rustic-Modern Lakeside Wooded Retreat
27 reviews  Wifi Available
Apartment 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
bedrooms each have a queen bed (not sure why the listing notes a king)
Cleanliness:
everything was clean and the location was perfect
Host:
the owners are responsive and helpful
the owners are on site and wonderful to meet
the owners are next door and are awesome
roberta greeted us and was very helpful
Read more reviews

7. Big on the Beach House, Captiva (from USD 595)

Big on the Beach House is an oceanfront retreat that provides guests access to North Captiva Island’s pools, tennis courts, tiki bar, and bike rentals. The house can fit up to 16 individuals and includes a hot tub, flat-screen televisions in every room, a golf cart, laundry facilities, a full kitchen, and wireless internet. For meals, guests can make use of the spacious kitchen, visit one of the amazing local restaurants, or request an on-site private chef. With plenty of windows and open space, the house allows families and large groups to enjoy the sea breeze and watch the sunset on the balcony

Big on the Beach House - Oceanfront, BEST VIEWS ON THE ISLAND!!!
Captiva, FL, US
18 Guests 6 Bedrooms 3 Bathrooms

8. Waterfront property in Miami (from USD 3500)

This five-star waterfront beach villa comes complete with a gourmet kitchen, high ceilings, walk-in closets, a sub-zero wine fridge, and a built-in heated saltwater pool. With an oversized wrap-around balcony and an outdoor dining area, it allows guests to appreciate the view from almost every corner of the villa. Besides the grand pool, guests can also make use of the ground floor game room, the outdoor pool table, and the vast video library. In addition to that, guests can request for a private chef, rent bikes near the property, visit some historical places and local attractions like Miami Beach Boardwalk and Bayside Marketplace.

We aim to provide an unforgettable experience with our 5Star waterfront property
121 reviews  Wifi Available
estate 18 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 18
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
everyone enjoyed themselves from the pool pool table outdoor patio outdoor grill
nothing to worry about and lots of room amenities and a great property manager
pool/yard/downstairs kitchen was perfect for hanging outside all day
it’s very spacious with loads of mod cons to keep you comfortable
house comfort views swimming pool offered food service communication met all expectations
Cleanliness:
claudia who took care of keeping the house clean was so sweet we would definitely stay here again
Host:
the house was amazing the entire staff was absolutely wonderful including the property manager (randy)
this home is beautiful and very accommodating
john and the care takers were fantastic to communicate and work with
randy was really helpful and looked after us beautifully - he makes an amazing steak too
besides all of these amazing things the owner john is one pretty cool guy
Location:
we couldn't find a better place to celebrate my husband's 50th birthday with college friends
Read more reviews

9. Bright villa in Orlando with pool (from USD 168)

Only a 15-minute drive from Kissimmee Bay, this stylish villa provides guests with high-end services, including a private chef, private transport, and equipment for hire. Able to sleep eight people, the villa includes a private pool, a walk-in closet, a flat-screen cable television, a wet bar, laundry facilities, and a fully equipped kitchen. Ideal for families, it also has a room designed for children and offers babysitting services for an additional charge. If guests want to explore more of the city, the villa is near a handful of attractions, such as Gatorland, Seaworld Orlando, and Discovery Cove.

Villa With Private Pool And Waterview
50 reviews  Wifi Available
villa 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
high quality beds were more comfortable than any other vrbo we've rented
the only thing to note for swimmers is that their beautiful pool was pretty cold (in february)
beautiful home tasteful decor and very comfortable
Cleanliness:
the house was clean and well equipped
home was clean comfortable and well stocked
the house is in wonderful condition clean and had everything we needed
clean comfortable home in a great location
Host:
owners left many helpful tips
owners were very helpful with anything i needed
beautiful home wonderful host
neville and gillian were extremely responsive and accommodating to us
Location:
its also very close to some great places to eat
beautiful home close to all orlando attractions and airport
we wanted peace and quiet and that’s what we got
Read more reviews

10. Large guest home in Islamorada

This Tuscan-style gated estate sits on 2 acres (0.8 hectares) of private land and includes a private sand beach, an attached two-story guest home, laundry facilities on every floor, and an oversized hot tub. Ideal for families and groups, the villa can house up to 20 people and offers services from a five-star chef that’s included in the rental fee. With cleaning, cooking, and personal shopping all taken care of, guests can completely focus on relaxing and having fun. Enjoyable things to do include unwinding at the villa’s sunken bar, taking a stroll through the citrus orchids, floating around in the pool, or playing around on the ping pong table.

PRIVATE GATED LUXURY ESTATE WITH A 5 STAR CHEF ON 2 ACRES AND WHITE SAND BEACH
Tavernier, FL, US
18 Guests 9 Bedrooms 8 Bathrooms

Relax and unwind in the Sunshine State

Appreciate the luxury of the Sunshine State during your vacation trip with loved ones. Rent out any of these many vacation rentals with the chef in Florida, USA, and have fun without having to worry about what to eat.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Rachelle Anne enjoys learning anything and everything. She likes spending her free time reading or listening to podcasts while enjoying a nice cup of dark roast coffee.

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Questions asked by travellers and answered by Trip101's local experts.
asked 8 days ago
Can you recommend manually_typed_query for 2 adults in Sebastian.
answered 8 days ago
Hello Daniel, thank you for contacting Trip101 for accommodation suggestions in Sebastian.
Unfortunately, this listing is currently inactive. Please take a look at some options available on your dates.
Family Retreat (North)
SEAbastian INN
Family Paradise! 4/3 near Aquatic Center & Beaches
This listing doesn't have reviews yet, so I can't guarantee the quality.
Please let me know, what do you think.
Best Regards.

asked 21 days ago
Can you recommend vacation rentals for 2 and 2 large dogs in Englewood.
answered 20 days ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Englewood.
Please take a look at some options available in December. It would be the best month in terms of availability.
Cozy 2 Bedroom in Olde Englewood
Charming cottage has dock access Cottage #1
Calming by the bay Cottage #3
This one is also available in Jan. Bungalow on the Bay
In February you will only get private room options: relaxing private 1 bedroom with bathroom
'SWEET VENICE GEM 1'
Typically the average monthly rate there is $7000.
Some listings don't have reviews yet, so I can't guarantee the quality.
Please let me know, what do you think.
Best Regards.

asked about 1 month ago
Can you recommend vacation rentals for 8-10 in Miami Beach.
answered about 1 month ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Miami Beach.
Please take a look at some options available on your dates. Unfortunately, there are no options by the beach, they have 2 bedroom apartments there with bunk beds, but I wouldn't recommend that kind of stay.
Luxury 4 bedroom 2 1/2 bath
Perfect family paradise in the heart of Coral Gables
LULUMISA-3BR/2BA Home in blissful Treasure Island
TOTALLY BRAND NEW HOUSE 4 bedrooms,7 beds PAY IN INSTALLMENTS!!
Please let me know, what do you think.
Anna.
Local Expert Trip101.

asked about 2 months ago
Can you recommend hotels for 2adults in Orlando.
answered about 2 months ago
Hello Djuana,
thank you for contacting Trip101 for accommodation suggestions in Orlando.
Please take a look at some options available on your dates.
https://trip101.com/t/f4u
https://trip101.com/t/lze
https://trip101.com/t/3dg
https://trip101.com/t/jMZ
Please let me know, what do you think.
Best Regards.

asked about 2 months ago
Can you recommend unique stays for 2 in Destin.

asked 2 months ago
Yes looking for a rental called the banana.
answered 2 months ago
Hello, thank you for contacting Trip101.
Are you talking about this listing? The Banana, Peaceful, Lagoon View, Private Getaway
Please let me know, if there is anything else I can help you with.
Best Regards.

asked 2 months ago
I am looking for a 10 bedroom for the dates of May 27-29

asked 3 months ago
Can you recommend vacation rentals for 2 adults - mid week is fine last 2 weeks of march in West Palm Beach.
answered 3 months ago
Hello Kris,
thank you for contacting Trip101 for accommodation suggestions in West Palm Beach.
Please take a look at some options available on your dates.
Singer Island Waterfront Condo Boat docks #2
Cozy 1Br Apartment 5min from Palm Beach & Airport
Breathtaking Residence in Rosemary Square WPB
DISCOUNT! Luxe 2br/1bath, Palm Beach, Free Parking, W/ Outdoor Living Area
La Casita Flamenco - Historic Flamingo Park Home
Please let me know, what do you think.
Best Regards.

asked 3 months ago
I need a large enough space for 6 guests from Sat. April 16 thru Sunday April 24
answered 3 months ago
Hello Carl,
thank you for contacting Trip101 for accommodation suggestions in Pompano Beach, FL.
Please take a look at some options available on your dates.
Modern and spacious home in Pompano Beach
Waterfront condo w/ pool, short walk to the beach!
SFH PVT ACCESS BEACH...3 DOORS AWAY
Beach Getaway – One Block from the Beach!
Please let me know, what do you think.
Best Regards.

asked 4 months ago
looking for a 2-3 days trip to miami beach in march or april ,for my 65 birthday 2 couples ,like a spa and close to cacino
answered 4 months ago
Hello and thank you for contacting Trip101 for accommodation suggestions in Miami.
Please take a look at some resorts options available on your dates.
Close to the Casino
https://trip101.com/t/wVW
https://trip101.com/t/2yl
Spa resorts
https://trip101.com/t/9Vk
https://trip101.com/t/IGN
https://trip101.com/t/Da4
Please let me know, what do you think.
Best Regards.

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