Vacation rentals near Homestead Town Square
We found 582 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals close to Homestead Town Square that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the amenities you need and want for your stay, which might include parking and a garden. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Homestead Town Square
Showing deals for:Nov 7 - Nov 14
Image gallery for Pool,4-bedroom house ,family friendly, canal front
1010 out of 10 rating
Exceptional
(8 reviews)
Pool,4-bedroom house ,family friendly, canal front
Cutler Bay, FL
10% off
Price is CA $490
CA $490
CA $4,595 total
CA $4,595 total
includes taxes & fees
Image gallery for Luxury Lakefront Oasis w/ Pool & Jacuzzi
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Luxury Lakefront Oasis w/ Pool & Jacuzzi
Miami, FL
5% off
Price is CA $1,486
CA $1,486
CA $13,150 total
CA $13,150 total
includes taxes & fees
Image gallery for Spacious 5-bedroom Luxury villa with AC and fitness room in fabulous Miami
1010 out of 10 rating
Exceptional
(5 reviews)
Spacious 5-bedroom Luxury villa with AC and fitness room in fabulous Miami
Miami, FL
10% off
Price is CA $775
CA $775
CA $7,402 total
CA $7,402 total
includes taxes & fees
Image gallery for Paradise Found: Heated Pool, Mini Golf & BBQ
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Paradise Found: Heated Pool, Mini Golf & BBQ
Miami, FL
19% off
Price is CA $588
CA $588
CA $5,713 total
CA $5,713 total
includes taxes & fees
Image gallery for The Luxe Retreat
8.48.4 out of 10 rating
Very good
(5 reviews)
The Luxe Retreat
Miami, FL
10% off
Price is CA $696
CA $696
CA $6,638 total
CA $6,638 total
includes taxes & fees
Image gallery for Villa heated-Luxury Oasis: Pool, Cabanas & Court
8.68.6 out of 10 rating
Excellent
(9 reviews)
Villa heated-Luxury Oasis: Pool, Cabanas & Court
Cutler Bay, FL
10% off
Price is CA $1,016
CA $1,016
CA $9,422 total
CA $9,422 total
includes taxes & fees
Image gallery for Waterfront Oasis, The Lake House "Casa De Lago"
1010 out of 10 rating
Exceptional
(10 reviews)
Waterfront Oasis, The Lake House "Casa De Lago"
Cutler Bay, FL
5% off
Price is CA $709
CA $709
CA $7,118 total
CA $7,118 total
includes taxes & fees
Image gallery for Miami Dream Home /Heated Pool / Jacuzzi /Fire Pit / BBQ Area.
8.88.8 out of 10 rating
Excellent
(11 reviews)
Miami Dream Home /Heated Pool / Jacuzzi /Fire Pit / BBQ Area.
Pinecrest, FL
19% off
Price is CA $630
CA $630
CA $6,111 total
CA $6,111 total
includes taxes & fees
Image gallery for Villa Elena - Private Pool
1010 out of 10 rating
Exceptional
(12 reviews)
Villa Elena - Private Pool
Cutler Bay, FL
15% off
Price is CA $509
CA $509
CA $4,894 total
CA $4,894 total
includes taxes & fees
Image gallery for Experience Homestead charm near Black Point Park and Marina
9.09.0 out of 10 rating
Wonderful
(24 reviews)
Experience Homestead charm near Black Point Park and Marina
Princeton, FL
10% off
Price is CA $283
CA $283
CA $2,972 total
CA $2,972 total
includes taxes & fees
Image gallery for Tropical Miami Waterfront
1010 out of 10 rating
Exceptional
(6 reviews)
Tropical Miami Waterfront
Miami, FL
5% off
Price is CA $850
CA $850
CA $7,718 total
CA $7,718 total
includes taxes & fees
Image gallery for Family Fun Villa Pool, Games & Outdoor Kitchen
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Family Fun Villa Pool, Games & Outdoor Kitchen
Miami, FL
10% off
Price is CA $744
CA $744
CA $7,095 total
CA $7,095 total
includes taxes & fees
Image gallery for Relax in Style: Pool, Golf, Luxe Kitchen, Sleeps 12
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Relax in Style: Pool, Golf, Luxe Kitchen, Sleeps 12
Miami, FL
5% off
Price is CA $746
CA $746
CA $7,113 total
CA $7,113 total
includes taxes & fees
Image gallery for South Miami House with Pool & Backyard Oasis, BBQ Grill, 5 Bd, fits 11 guests
9.89.8 out of 10 rating
Exceptional
(13 reviews)
South Miami House with Pool & Backyard Oasis, BBQ Grill, 5 Bd, fits 11 guests
Miami, FL
25% off
Price is CA $691
CA $691
CA $6,377 total
CA $6,377 total
includes taxes & fees
Image gallery for Cozy family home in quiet area, nice garden views.
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Cozy family home in quiet area, nice garden views.
Miami, FL
20% off
Price is CA $292
CA $292
CA $2,719 total
CA $2,719 total
includes taxes & fees
Image gallery for Miami Family Pool House 4Bd *Boat Parking Avail*
8.88.8 out of 10 rating
Excellent
(6 reviews)
Miami Family Pool House 4Bd *Boat Parking Avail*
Cutler Bay, FL
7% off
Price is CA $352
CA $352
CA $3,449 total
CA $3,449 total
includes taxes & fees
Image gallery for New Listing!! Charming 2/2 cottage in wonderful Homestead with AC, WiFi
1010 out of 10 rating
Exceptional
(25 reviews)
New Listing!! Charming 2/2 cottage in wonderful Homestead with AC, WiFi
Homestead, FL
10% off
Price is CA $199
CA $199
CA $1,839 total
CA $1,839 total
includes taxes & fees
Image gallery for Stunning Villa with private pool on Tropical half acre of Paradise
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Stunning Villa with private pool on Tropical half acre of Paradise
Miami, FL
10% off
Price is CA $396
CA $396
CA $3,863 total
CA $3,863 total
includes taxes & fees
Image gallery for Restful Posturepedic Beds! enjoy Luna Sky! BAR,BBQ
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Restful Posturepedic Beds! enjoy Luna Sky! BAR,BBQ
Homestead, FL
8% off
Price is CA $410
CA $410
CA $3,895 total
CA $3,895 total
includes taxes & fees
Image gallery for Miami World Mansion/ Mini Golf/ Game Room
1010 out of 10 rating
Exceptional
(11 reviews)
Miami World Mansion/ Mini Golf/ Game Room
Miami, FL
19% off
Price is CA $1,116
CA $1,116
CA $10,315 total
CA $10,315 total
includes taxes & fees
Image gallery for Relax & Play Retreat Pool, Games, BBQ & More
1010 out of 10 rating
Exceptional
(10 reviews)
Relax & Play Retreat Pool, Games, BBQ & More
Miami, FL
14% off
Price is CA $707
CA $707
CA $6,790 total
CA $6,790 total
includes taxes & fees
Image gallery for Family Friendly Kendall Retreat w/ Pool
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Family Friendly Kendall Retreat w/ Pool
Miami, FL
10% off
Price is CA $418
CA $418
CA $3,758 total
CA $3,758 total
includes taxes & fees
Image gallery for Casa De Miller: Modern private 4 bedroom 4 bathroom
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Casa De Miller: Modern private 4 bedroom 4 bathroom
Miami, FL
20% off
Price is CA $400
CA $400
CA $3,810 total
CA $3,810 total
includes taxes & fees
Image gallery for Villa in Miami with Heated Pool & Salt System
1010 out of 10 rating
Exceptional
(8 reviews)
Villa in Miami with Heated Pool & Salt System
Miami, FL
10% off
Price is CA $855
CA $855
CA $7,842 total
CA $7,842 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Homestead Town Square
4-5 Guests 2 Bedroom Suites
Sleeps 4 · 2 bedrooms · 2 bathrooms
7.87.8 out of 10
Goodgood
51 reviews(51 reviews)
BEACHFRONT - @ the Ritz Carlton 5 Star Resort & Spa - Tennis - Key Biscayne Fl
Sleeps 4 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
154 reviews(154 reviews)
Spectacular 6 bedrooms waterfront in the exclusive island of Key Biscayne
Sleeps 10 · 6 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Luxury 7BR Miami Stay w/ Pool, Spa + Pickleball
Sleeps 16 · 7 bedrooms · 8+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
New Listing! Quaint Spanish Colonial House Gateway to the FL Keys & Everglades
Sleeps 12 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
184 reviews(184 reviews)
Luxury Escape: Pool, Hot tub, Mini Golf & More!
Sleeps 18 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Top rated rentals - Homestead Town Square
Wonder Place!
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
J mck
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value