Homestead Vacation Rentals

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Browse Select Homestead Vacation Homes

Tropical paradise wonderful, weekly and monthly discounts available!.
9.4 out of 10, Exceptional, (45)
"GREAT ! excellent and beautiful home , very quiet area and plus it was halloween so we seen alot of cool golf carts decorated it was so nice."
The price is CA $349
CA $754 total
includes taxes & fees
Nov 18 - Nov 19
Tropical paradise wonderful, weekly and monthly discounts available!.
Brand new construction, boat parking, launch across street, high-end amenities!
10.0 out of 10, Exceptional, (17)
"This is the cleanest, most comfortable house we have stayed in through VRBO - no complaints at all. It is exactly as shown in photos and in description. Easy communication made the stay perfect!"
Brand new construction, boat parking, launch across street, high-end amenities!
PRESIDENTIAL RESIDENCE at The Ritz-Carlton Key Biscayne
9.8 out of 10, Exceptional, (127)
"We had the best 4 night stay in Key Biscayne. This condo at the Ritz was perfect for our family. James, the host, went over and beyond our expectations. We will definitely be back. Every morning, we started our day with coffee in the Ritz lounge. Then we woke up the kids to have a few hours of beach/pool time. Everyday we had lunch poolside and it was delicious. The service at the hotel was amazing as well. It’s a must stay condo and resort for the family. "
PRESIDENTIAL RESIDENCE at The Ritz-Carlton Key Biscayne
Avi Lux Stay
3.0 star property
9.0 out of 10, Wonderful, (19)
"House is brand new, easy to find, and plenty of space. Big kitchen and living area. Stayed for two nights so grabbed some groceries and easily made breakfast and dinners and could just relax. Would definitely book again. "
The price is CA $128
CA $279 total
includes taxes & fees
Dec 1 - Dec 2
Avi Lux Stay
Private Pool w/ Hot Tub! Family Friendly Subtropical Retreat w/ Huge Yard
9.6 out of 10, Exceptional, (191)
"The house was beautiful and clean with the exception of a few dirty dishes, a hair in my bed sheets, and one towel that smelled like mildew. The communication with the owner was quick and helpful. There were no check-in or out instructions so I wasn’t aware that I was going to meet with the owner in person for the house keys and instructions. Also, a written list of instructions for the pool and spa would be convirnient. Overall we had a great stay, loved the pool and spa, and the overall...
Private Pool w/ Hot Tub! Family Friendly Subtropical Retreat w/ Huge Yard
Splash into Downtown Miami with tech-led smart stays at YOTEL Miami
9.0 out of 10, Wonderful, (2)
"Great location, block away from Bayside on the water…Return stay, used VRBO this time!!! Great staff interaction, helpful when needed…"
The price is CA $147
CA $253 total
includes taxes & fees
Nov 17 - Nov 18
Splash into Downtown Miami with tech-led smart stays at YOTEL Miami
Splash into Downtown Miami with tech-led smart stays & sunset drinks by the pool
8.0 out of 10, Very good, (2)
"THIS PLACE ARE VERY CLEAN, STAFF ARE AMAZING 100% RECOMENDED"
The price is CA $167
CA $275 total
includes taxes & fees
Nov 17 - Nov 18
Splash into Downtown Miami with tech-led smart stays & sunset drinks by the pool
Cozy retreat in the heart of Miami. Saltwater Pool
9.0 out of 10, Wonderful, (14)
"Nice cozy spot. Not to far from anything. Pool is great to keep the kids busy. Would definitely stay again."
Cozy retreat in the heart of Miami. Saltwater Pool
The Garden House - Hot Tub, Pool & Garden Oasis
9.6 out of 10, Exceptional, (7)
"The house is absolutely gorgeous! The gounds are very well maintained. The pool was so relaxing and peaceful! It was a nice experience. The only 1 discrepancy issue was the check in process. I recommend checking in before dark as it was not well light at 11pm. Everything else was perfect!"
The Garden House - Hot Tub, Pool & Garden Oasis
Key Largo Relaxing Getaway
9.8 out of 10, Exceptional, (80)
"This was the perfect place for a quick anniversary getaway. The campground is very centrally located in Key Largo. The weather wasn’t great, so we didn’t get to use the pool or paddle board from the campground as we had planned. There was plenty to do in town though. "
Key Largo Relaxing Getaway
New Listing! Quaint Spanish Colonial House Gateway to the FL Keys & Everglades
10.0 out of 10, Exceptional, (163)
"This home is beautiful and well maintained. Very large. Everything was spotless and well appointed. Plenty of room and everything you need is at the home."
The price is CA $244
CA $486 total
includes taxes & fees
Nov 20 - Nov 21
New Listing! Quaint Spanish Colonial House Gateway to the FL Keys & Everglades
EXECUTIVE RESIDENCE at The Ritz-Carlton Key Biscayne
10.0 out of 10, Exceptional, (113)
"We came down to Miami from Manhattan for a business dinner on Friday in Brickell. We loved staying at the Ritz Carlton Key Biscayne resort. The suite was very nice and had everything as described. We highly recommend the room and the hotel"
EXECUTIVE RESIDENCE at The Ritz-Carlton Key Biscayne
PRIVATE WATERFRONT HOUSE DOCK 4KAYAKS 2SUP BOARD GOLF CART
10.0 out of 10, Exceptional, (133)
"The Sunkissed home had everything imaginable to make our time in the Keys fun and relaxing. Carlos was quick to respond to anything we asked. The house is exactly as described which was fantastic! I highly recommend this home."
The price is CA $390
CA $1,129 total
includes taxes & fees
Nov 19 - Nov 20
PRIVATE WATERFRONT HOUSE DOCK 4KAYAKS 2SUP BOARD GOLF CART
Boat House near Calle Ocho's Little Havana
10.0 out of 10, Exceptional, (19)
"We had a great stay before our cruise."
Boat House near Calle Ocho's Little Havana
Historic house, heart of Miami. Heated pool & jacuzzi. Walk to Marlins Park
10.0 out of 10, Exceptional, (13)
"Monica was incredibly helpful and communicated often and in a timely manner. The house and pool set up were great! It was the best."
Historic house, heart of Miami. Heated pool & jacuzzi. Walk to Marlins Park
This house is a 5 bedroom(s), 3 bathrooms, located in Miami, FL.
10.0 out of 10, Exceptional, (1)
This house is a 5 bedroom(s), 3 bathrooms, located in Miami, FL.
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.4 out of 10, Exceptional, (43)
"This tiny home was AMAZING! We stayed here for a night on our way back from key west and it was the perfect place. The tiny home was super clean and had everything we needed. The beds were incredibly comfortable in both the loft upstairs and in the bedroom. Bathrooms were awesome as well. The campground was awesome and was very walkable, we didn’t use the pool or the beach access but both were close walking distance. Would definitely stay here again! There is a publix right outside of the...
The price is CA $171
CA $508 total
includes taxes & fees
Nov 18 - Nov 19
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
9.6 out of 10, Exceptional, (99)
"The campground was very well kept, and the stay at this tiny home was absolutely perfect! Very clean. Extremely comfortable, I would highly recommend "
The price is CA $236
CA $589 total
includes taxes & fees
Nov 18 - Nov 19
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Private Paradise! Extra Clean
9.8 out of 10, Exceptional, (46)
"What a lovely Homestead Property with a nice size pool and Jacuzzi! Enjoy staying in your place you are a Wonderful Host. Loving all your decor and the home being clean and cozy. This beautiful home is in a nice area. Thank you for your hospitality! I will come back and visit again in the future!"
Private Paradise! Extra Clean
Family Home near Everglades, FL Keys, Miami
8.4 out of 10, Very good, (15)
"It was great stopping point for us as it's about half way to Key West. Condo is sizeable and coffee bar is nice. Sitting area could be much better arranged and beds were like sleeping on concrete."
The price is CA $149
CA $357 total
includes taxes & fees
Nov 21 - Nov 22
Family Home near Everglades, FL Keys, Miami
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Homestead

New Listing! Quaint Spanish Colonial House Gateway to the FL Keys & Everglades
10.0 out of 10, Exceptional, (163)
"This home is beautiful and well maintained. Very large. Everything was spotless and well appointed. Plenty of room and everything you need is at the home."
The price is CA $244
CA $486 total
includes taxes & fees
Nov 20 - Nov 21
New Listing! Quaint Spanish Colonial House Gateway to the FL Keys & Everglades
Miami Vacation House Cribkeys
9.6 out of 10, Exceptional, (46)
"Lots of room at this house! Is is well located in a safe, quiet neighborhood. The host quickly responds to questions and requests. "
Miami Vacation House Cribkeys
Smart Brickell Hotel
4.0 star property
8.6 out of 10, Excellent, (434)
"Convenient to the port. Very clean and modern "
The price is CA $91
CA $229 total
includes taxes & fees
Nov 19 - Nov 20
Smart Brickell Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.