Mansion vacation rentals in Florida Keys

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Top-rated mansion rentals in Florida Keys

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Guest favorite

Home in Marathon

4.97 out of 5 average rating, 32 reviews

2023 New Modern Private Dock+Heated Pool+Jacuzzi

Welcome to our Marathon home, with a BRAND NEW BUILD 4 bedroom, 4 bathroom home, with soaring 10FT ceiling, brand new luxury kitchen appliance, not to mention outdoor pool, built in grill in patio for the best time outdoor. Our home is also 2 minutes boat ride from open ocean, along with 2 kayaks for you and family to explore the canals that the Keys has to offer! Come hang out with the manatees by your own private dock! Or enjoy the sunset while you sip on margaritas by your own private pool

Nov 13 – 20

$448 per night

Guest favorite

Villa in Marathon

4.95 out of 5 average rating, 119 reviews

4/3 Private Pool w Heater/Dock/Kayaks & more incl.

Our home is close to grocery stores, restaurants and dining, the beach, family-friendly activities, and public transport. You’ll love my place because of the high ceilings, the views, the location, the people, and the ambiance. Our place is good for couples, business travelers, and families (with kids). Included in the rental you'll have access to 4 bicycles for adults and 2 tandem kayaks and 2 paddle boards during your stay. We have a cooler, 2 beach umbrellas and 4 beach chairs for your use.

Jun 1 – 8

$606 per night

Guest favorite

Home in Key Largo

4.95 out of 5 average rating, 105 reviews

Mariners Club Resort, Best in the Upper Keys

SPACIOUS AND STUNNING Family Friendly 4+ br home. One of the few to allow 10 guests! POOLS w/ hot tubs MARINA for direct access to reef; diving, snorkeling, fishing & sandbars KAYAKING Pennekemp DISCOUNT to swim with dolphins at DPMMR ACTIVITIES; tennis & pickleball courts, gym & game room. LOCATION: restaurants, bars, grocery and other conveniences PARKING for two cars on site WE ARE LOCALS who know the importance of family time so look no further than this special slice of paradise!

Aug 6 – 13

$857 per night

Guest favorite

Home in Cutler Bay

5.0 out of 5 average rating, 122 reviews

Private Villa Pool Spa Games-Beach

Located within a private cul-de-sac with no neighbors in sight is this modern, contemporary home with everything you could possibly need for a relaxing stay. Enjoy resort-style living at its finest with open plan living, a gourmet kitchen, 5 stylish bedrooms & a glamorous outdoor oasis with salted heated pool, sunbeds, cabanas a basketball court, a playground, pool table & so much more! Amazing designed and decorated home with top High end Furnitures that will Provide you a unique Stay. #miami

Apr 11 – 18

$726 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 6 reviews

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Experience the relaxing setting of this 4BR 4.5Bath home, ideally situated in the picturesque waterfront neighborhood of Marathon, FL. Discover the area's scenic beauty and a diverse selection of water activities, attractions, and landmarks. After a day of exploring, return to our home for a rejuvenating stay. ✔ 4 Comfy BRs ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Backyard (Pool, Games, BBQ, Lounges, Dining) ✔ 73-Foot Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

May 5 – 12

$380 per night

Guest favorite

Home in Marathon

4.96 out of 5 average rating, 83 reviews

Angler’s Eden

Amazing get-away in the beautiful Florida Keys! This property (constructed in 2018) is a haven for families seeking to escape to paradise year-round. Situated on a deep water canal with ocean access and enough dock space to park your boat for the week. A floating dock is also provided with kayaks and a paddle-board. Enjoy the large heated pool or ping pong table, or lounge in the sun while watching the outdoor tv. Beautiful Sombrero Beach is within walking distance via a paved bike path.

Aug 30 – Sep 6

$619 per night

Guest favorite

Home in Homestead

4.93 out of 5 average rating, 357 reviews

Private Paradise between Miami & the Keys

My 4/3 home is in the area known as the "Gateway to the Keys". Enjoy a comfortable stay for 10 people in 4 bed rooms. Great place for families & travelers. Very comfy home, & the back yard has the feel of a true tropical paradise. Good WIFI My cleaning crew & I work very hard to keep it clean and sterile due to COVID. NO ADDITIONAL GUESTS & NO DJs. NO PARTIES. I RESERVE THE RIGHT TO ENTER THE HOME IF I FEEL THERE IS AN UNAUTHORIZED PARTY/EVENT. FINES WILL BE APPLIED FOR NOISE VIOLATIONS.

Aug 28 – Sep 4

$290 per night

Superhost

Home in Cutler Bay

5.0 out of 5 average rating, 116 reviews

Amazing Home Miami with Heated Pool & Plays

5 bedrooms / 3 bathrooms 2800 interior sq. ft 11,800 sq. ft Heated pool/Pool Table/Outdoor Kitchen with BBQ/Playground/Basketball Court/Outdoor Dining Table/mini beach/Mega Chess/Mini golf/Foosball/Fire Pit/Sleeps 17 Come enjoy your next vacation in this beautiful modern property. Located in a wonderful and safe area,. The house has a fully equipped kitchen, smart TV in all bedrooms and living room, heated pool for you to enjoy the eternal Florida summer,Visiting Downtown Miami,South beach

Jun 24 – Jul 1

$492 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 13 reviews

P87 - New Construction house. 4 bedrooms, open wat

Stunning views with premier Sombrero Beach location set this home apart from all others. This ocean front home is spectacular inside and out! With 4 bedrooms and 4 full bathrooms this home can easily accommodate large groups with room to spare. Perfect for a large family gathering or friend retreat. This home accommodates all guests with comfort and ease. Please note, due to the number of stairs throughout this home it is not suitable for guests who have difficulty navigating stairs.

May 11 – 18

$714 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 8 reviews

Oceanfront *PARADiSE* Amazing views, pool, dock

Welcome to your gorgeous newly built vacation home curated with your utmost enjoyment in mind. Stunning open water views of the Atlantic Ocean, FROM EVERY ROOM. 55 feet of dock space to dock boats up to 35 feet. Our new construction 4 bed/4.5 bath home features stunning ocean views from every room, a private pool, outdoor seating with outdoor grill in your private backyard paradise, 2 upper level balconies, and an expansive pool deck. Welcome to paradise! VACA-22-341

Jan 25 – Feb 1

$880 per night

Superhost

Home in Marathon

4.94 out of 5 average rating, 35 reviews

Gorgeous Ocean View Home!

Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking. Licensed and inspected by the city of Marathon Lic.# VACA-23-144

Feb 27 – Mar 6

$335 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 10 reviews

Million Dollar View

Take it easy at this unique and tranquil getaway. Enjoy endless open water views from anywhere on this acre-sized, OCEAN FRONT Gulf-side estate. Coconut palms, private hot tub & pool, boat ramp, and a 285 foot long private pier great for catching fish and spectacular sunsets. Like a private resort, you can play giant chess on the beach, win at ping pong, take out a kayak, or paddle board or stroll through fabulous gardens with no staff to tip. License VACA-23-190

Feb 1 – 8

$847 per night