
Holiday rentals with a pool in Homestead
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Homestead
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

King Bed Home by the Bay FAST WI-FI & Coffee
Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

Stunning Studio w/Bay & City View Free Park/Pool
INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! in Coconut Grove, this privately owned & renovated deluxe bright studio on the 15th floor of a luxurious waterfront property offers breathtaking bay & city views, is equipped for 2 guests w/king size bed, full kitchen, full bath & balcony. Enjoy all the luxury amenities we offer, pool & hot-tub w/ incredible bay views, penthouse gym, sauna, business center, squash.

Very Private 1/1 Apt w/Oasis Pool Patio Setting
Private apartment-1 bedroom w/king size bed, 1 full size bathroom, separate living and dining area. Fully equipped kitchen. Free parking, beautiful oasis setting with salt water pool, hot tub & patio. Gazebo w/fire pit, Bar-be-cue, 2 TV’s, free WiFi. This is NOT a party spot but a place to relax in the pool, hot tub or relaxing dinners at home after visiting Miami venues. Set in a quiet neighborhood, 2 miles from shopping & restaurants. This is your home away from home vacation spot!

Cozy house
Welcome to Your Tranquil Getaway! Discover a serene escape at our unique and tranquil retreat, perfect for families and friends seeking relaxation and adventure. This beautifully designed property features a sparkling private pool, ideal for enjoying sunny days and creating lasting memories. Nestled in a prime location, you’re just minutes away from top attractions such as Monkey Jungle, the Miami Metro Zoo, Black Point Marina, and the Florida Keys. Explore nearby gems like Gilbert’s Resort.

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. 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. We do not allow parties. UNAUTHORIZED parties can/will result in a $500 fine.

Family retreat oasis, heated pool, jacuzzi & grill
Welcome to Forget-me-not Villa, a sanctuary for your family and friends to let loose barefoot and unwind in the private backyard fully fenced, feel the breeze, stargaze at night, and savor the comfort of our exquisite vacation home. The villa features a heated pool and jacuzzi, a grill station, a love seat for romantic moments, a playground for children, an Xbox S for gamers, board games, mini golf, pool volleyball and basketball hoop, Smart TVs& high-speed Wi-Fi & electric car connection.

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Cozy Suite -Exterior Entrance, SelfCheckin
If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel Safe and Welcome here! -GATEWAY to the Keys and Everglades -Private Entrance -Self Check-in -Free Parking -Fast WIFI -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

Quiet tropical Oasis setting with 1 bed and 1 bath
Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. Enjoy the miles of nearby walking paths stretching from Coconut Grove to Black Point Marina.

The Miracle Cottage & Pool on Acre Miami Florida
Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Cozy Oasis Pool Home-1 Min from Baptist Hospital
** No parties allowed. ZERO tolerance for loud music, parties, and drugs including marijuana—even if you smoke outside. No over consumption of alcohol in the property. A $250 fee will be charged if there are noise complaints. ** Welcome to our Cozy Oasis with a spectacular pool! Have fun with the whole family at our stylish place. Our home is completely remodeled with 3 bedrooms, 2 full bathrooms, and a half bathroom downstairs.

Charming Private Pool house for two.
Charming private back pool house on a fenced property in a quiet neighborhood close to US 1, the Turnpike, the Keys, Nascar and the Homestead Speedway, and the Everglades. You are 15-20 minutes from the Speedway, 20 minutes from the Everglades, and 30 minutes from Key Largo. For guests wishing to stay a month or more, I would require you to provide a copy of your photo ID.
Popular amenities for Homestead rentals with a pool
House rentals with a pool

4BR Miami Villa | Heated Pool | BBQ | Near Beach

Spanish House 3 Bedroom Pool House

Hollywood Sunshine Resort Pool House w/ Hot tub

Poolside Haven 4/2, Htd pool, oudr ktch by freeway

Miami Getaway - Heated Pool, Hot tub, BBQ

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

The Pink Flamingo - Heated Pool, minutes to beach

Centrally Located Resort Style Miami home
Apartment rentals with a pool

New 16th Floor Beachfront 180º Oceanview Apartment

Modern and Comfortable Suite

Luxury Beach & City View Condo 5 min walk to beach

Gorgeous Beachy Chic Condo in Key Biscayne

Fontainebleau Jr. Suite King Bed with Ocean Views.

Beautiful apt. 1st floor 2/2. wifi and parking

Front Facing Top Floor Penthouse with Ocean Views

Luxury 5 stars ICON Brickell @46TH 2B/2B, Pool/Gym
Other holiday rentals with a pool

Modern Casita

The Sunflower Inn

Heated Pool, Sleeps 11, Near Everglades

Miami Oasis with Luxury Spa & Your Own Helicopter

South Miami Gem!

Chic-ness Oasis

4BR Home with Pool, Playground & Boat/RV Parking

BellaMoon Oasis Miami
When is the best time to visit Homestead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 NZD | $197 NZD | $173 NZD | $236 NZD | $236 NZD | $185 NZD | $226 NZD | $179 NZD | $195 NZD | $192 NZD | $205 NZD | $236 NZD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about holiday rentals with a pool in Homestead

Total holiday rentals
Explore 60 holiday rentals in Homestead

Nightly prices starting at
Homestead holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 1,500 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Homestead holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Homestead rentals

4.6 Average rating
Homestead stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
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- Rentals with pools Miami-Dade County
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- Rentals with pools United States
- South Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Brickell City Centre
- Miami Beach Convention Center
- Miami Design District
- Miami Beach
- Kaseya Center
- Hard Rock Stadium
- Everglades National Park
- Midtown
- Port Everglades
- Haulover Beach
- University of Miami
- Ocean Reserve Condominium
- Calle Ocho Plaza
- Sawgrass Mills
- LoanDepot Park
- Bal Harbour Beach
- Aventura Mall
- Florida International University
- Seminole Hard Rock Hotel and Casino
- Dolphin Mall




