Pinecrest Holiday Rentals
House
- Miami
- ·
- Palmetto Bay
- 0.70 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
12 Guests
4629 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
R18,017/Night
7 Nights - R126,114
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
2443.41 ft²
- Parking
Pool
View- Air Conditioner
R7,682/Night
7 Nights - R53,767
Condo
- Miami
- ·
- Glenvar Heights
- 1.26 mi to center
9.2Exceptional
(419 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,433/Night
7 Nights - R24,039
New
Hotel
7.0Very Good
(2 Reviews)
1 Bath
- Parking
- Pool
- Kitchen
- Air Conditioner
R3,987/Night
7 Nights - R27,903
House
- Miami
- ·
- Palmetto Bay
- 1.16 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
215.28 ft²
Breakfast- Parking
- Pool
- Balcony/Terrace
R1,233/Night
7 Nights - R8,632
New
Hotel
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R3,748/Night
7 Nights - R26,226
Apartment
- Miami
- ·
- Coral Gables
- 0.96 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
Oceanfront- Parking
Ocean View- Balcony/Terrace
R2,807/Night
7 Nights - R19,649
Apartment
- Miami
- ·
- Palmetto Bay
- 1.43 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,902/Night
7 Nights - R20,323
Apartment
- Miami
- ·
- Palmetto Bay
- 1.82 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
1 Guest
Hot Tub- Parking
- Pool
- Balcony/Terrace
R3,569/Night
7 Nights - R24,976
Luxury Holiday Rentals in Pinecrest
Over 150+ Luxury Holiday Rentals in or Near Pinecrest
Boat Rental
5 Bedrooms
6 Baths
12 Guests
- Balcony/Terrace
- Air Conditioner
Internet
Child Friendly
R112,302/Night
7 Nights - R786,116
House
- Miami
- ·
- Palmetto Bay
- 0.70 mi to center
5 Bedrooms
4 Baths
16 Guests
4628.48 ft²
- Parking
- View
- Air Conditioner
- Internet
R81,741/Night
7 Nights - R572,183
House
- Miami
- ·
- Coral Gables
- 0.78 mi to center
8 Bedrooms
7 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Internet
R47,711/Night
7 Nights - R333,980
New
House
1 Bedroom
6 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R45,427/Night
7 Nights - R317,982
Villa
5 Bedrooms
4 Baths
10 Guests
10763.91 ft²
- Parking
- Child Friendly
Security/Safety
R45,233/Night
7 Nights - R316,633
Villa
10.0Exceptional
(2 Reviews)
6 Bedrooms
7 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R33,487/Night
7 Nights - R234,404
Villa
4 Bedrooms
3 Baths
10 Guests
Private Pool- Pool
- Balcony/Terrace
- Air Conditioner
R26,744/Night
7 Nights - R187,214
House
4 Bedrooms
3 Baths
10 Guests
11 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
R19,961/Night
7 Nights - R139,728
New
House
- Miami
- ·
- South Miami
- 0.77 mi to center
4 Bedrooms
2 Baths
8 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R19,484/Night
7 Nights - R136,391
Top-Rated Holiday Rentals with a Pool in Pinecrest
Over 81+ The Best Private Villas and Holiday Rentals in Pinecrest with a Pool
House
10.0Exceptional
(12 Reviews)
4 Bedrooms
2 Baths
10 Guests
2446 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R7,597/Night
7 Nights - R53,175
House
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
8 Guests
2400.35 ft²
- Parking
- Pool
Spa- Balcony/Terrace
R5,114/Night
7 Nights - R35,795
House
9.4Exceptional
(46 Reviews)
3 Bedrooms
3 Baths
8 Guests
2400 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R8,027/Night
7 Nights - R56,184
House
9.4Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
9 Guests
3281 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R6,852/Night
7 Nights - R47,963
Hotel
9.2Exceptional
(1329 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
R2,003/Night
7 Nights - R14,025
Hotel
9.0Exceptional
(1001 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
R2,657/Night
7 Nights - R18,596
Apartment
- Miami
- ·
- Glenvar Heights
- 1.30 mi to center
9.0Exceptional
(619 Reviews)
24 Bedrooms
3 Baths
9 Guests
952.61 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R2,098/Night
7 Nights - R14,683
Hotel
9.0Exceptional
(375 Reviews)
8 Baths
305.42 ft²
- Oceanfront
- Breakfast
EV Charge Station- Parking
R3,776/Night
7 Nights - R26,440
Hotel
- Miami
- ·
- Glenvar Heights
- 1.15 mi to center
8.8Fabulous
(1157 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
R1,966/Night
7 Nights - R13,762
Pet-Friendly Holiday Rentals in Pinecrest
Over 50+ Pet-Friendly Holiday Rentals in or Near Pinecrest
Apartment
- Miami
- ·
- Palmetto Bay
- 1.37 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,920/Night
7 Nights - R20,438
House
- Miami
- ·
- South Miami
- 1.15 mi to center
9.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
688.89 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
R1,874/Night
7 Nights - R13,121
Apartment
- Miami
- ·
- Glenvar Heights
- 1.15 mi to center
8.4Excellent
(216 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
R7,707/Night
7 Nights - R53,948
Cottage
- Miami
- ·
- South Miami
- 1.15 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
684 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R1,789/Night
7 Nights - R12,513
Apartment
- Miami
- ·
- Glenvar Heights
- 1.14 mi to center
8.4Excellent
(999 Reviews)
80 Bedrooms
10 Baths
36 Guests
1018.98 ft²
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
R3,321/Night
7 Nights - R23,250
House
- Miami
- ·
- South Miami
- 0.65 mi to center
9.4Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R5,501/Night
7 Nights - R38,508
Apartment
- Miami
- ·
- Palmetto Bay
- 1.31 mi to center
2 Bedrooms
1 Bath
5 Guests
9688 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,903/Night
7 Nights - R20,323
Apartment
- Miami
- ·
- Palmetto Bay
- 1.26 mi to center
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,851/Night
7 Nights - R19,961
New
House
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R14,019/Night
7 Nights - R98,129
Large Holiday Rentals and Private Villas in Pinecrest
Over 28+ Large Holiday Rentals and Private Villas in or Near Pinecrest
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
R10,720/Night
7 Nights - R75,044
Villa
8.1Excellent
(15 Reviews)
4 Bedrooms
3 Baths
14 Guests
1743.75 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R12,446/Night
7 Nights - R87,129
Villa
- Miami
- ·
- Glenvar Heights
- 0.75 mi to center
4 Bedrooms
4 Baths
8 Guests
3800 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R19,268/Night
7 Nights - R134,878
House
5 Bedrooms
4 Baths
10 Guests
3573.62 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R16,278/Night
7 Nights - R113,947
House
- Miami
- ·
- Gables By The Sea
- 0.25 mi to center
5 Bedrooms
5 Baths
10 Guests
6200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R17,513/Night
7 Nights - R122,595
New
Apartment
- Miami
- ·
- Palmetto Bay
- 1.43 mi to center
4 Bedrooms
2 Baths
10 Guests
1800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R7,005/Night
7 Nights - R49,032
House
4 Bedrooms
2 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
R5,297/Night
7 Nights - R37,078
House
- Miami
- ·
- Palmetto Bay
- 1.97 mi to center
8 Bedrooms
9 Baths
16 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
R49,735/Night
7 Nights - R348,154
House
- Miami
- ·
- South Miami
- 1.27 mi to center
4 Bedrooms
6 Baths
10 Guests
3604 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R32,063/Night
7 Nights - R224,440
Wheelchair Accessible Holiday Homes in Pinecrest
Over 32+ Wheelchair Accessible Holiday Homes in or Near Pinecrest
Apartment
- Miami
- ·
- Coral Gables
- 0.98 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
R2,466/Night
7 Nights - R17,265
Hotel
8.8Fabulous
(571 Reviews)
1 Bath
484.38 ft²
- Oceanfront
- Hot Tub
- Breakfast
- EV Charge Station
R6,504/Night
7 Nights - R45,529
Hotel
8.8Fabulous
(1008 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
R1,932/Night
7 Nights - R13,532
Apartment
- Miami
- ·
- Glenvar Heights
- 1.15 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,181/Night
7 Nights - R29,268
Hotel
- Miami
- ·
- Glenvar Heights
- 1.15 mi to center
8.3Excellent
(1268 Reviews)
1 Bath
322.92 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
R2,064/Night
7 Nights - R14,453
Apartment
- Miami
- ·
- Glenvar Heights
- 1.15 mi to center
6.0Good
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,329/Night
7 Nights - R30,304
House
3.9Average
(8 Reviews)
6 Bedrooms
3 Baths
14 Guests
2850 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R12,891/Night
7 Nights - R90,236
House
- Miami
- ·
- South Miami
- 0.54 mi to center
1 Bedroom
1 Bath
4 Guests
215 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R4,893/Night
7 Nights - R34,250
Apartment
- Miami
- ·
- Glenvar Heights
- 1.15 mi to center
2 Bedrooms
1 Bath
6 Guests
- Breakfast
- EV Charge Station
- Pool
- Spa
R4,193/Night
7 Nights - R29,350
Pinecrest Private Villas and Holiday Homes Under $200
Over 34+ Pinecrest Private Villas and Holiday Homes Under $200
Apartment
- Miami
- ·
- Coral Gables
- 0.95 mi to center
9.8Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,852/Night
7 Nights - R19,961
House
9.1Exceptional
(87 Reviews)
2 Bedrooms
2 Baths
4 Guests
150.69 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
R1,315/Night
7 Nights - R9,208
Hotel
8.6Fabulous
(1006 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
R2,323/Night
7 Nights - R16,262
House
7.4Very Good
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R2,360/Night
7 Nights - R16,525
House
- Miami
- ·
- Glenvar Heights
- 0.32 mi to center
7.3Very Good
(43 Reviews)
2 Bedrooms
2 Baths
6 Guests
737.32 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R1,447/Night
7 Nights - R10,129
Condo
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,164/Night
7 Nights - R22,148
Apartment
- Miami
- ·
- Glenvar Heights
- 1.07 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
R2,415/Night
7 Nights - R16,903
New
Apartment
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Air Conditioner
- Internet
- Child Friendly
R2,321/Night
7 Nights - R16,245
House
- Miami
- ·
- Glenvar Heights
- 0.34 mi to center
8.2Excellent
(10 Reviews)
1 Bedroom
1 Bath
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R2,731/Night
7 Nights - R19,123
Instantly Bookable Holiday Homes in Pinecrest
Over 52+ Instantly Bookable Holiday Homes in or Near Pinecrest
House
9.4Exceptional
(8 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,890/Night
7 Nights - R27,229
House
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,291/Night
7 Nights - R23,036
House
- Miami
- ·
- Glenvar Heights
- 0.85 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
2500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R8,420/Night
7 Nights - R58,946
New
House
- Miami
- ·
- Palmetto Bay
- 0.83 mi to center
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R14,406/Night
7 Nights - R100,842
New
House
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,708/Night
7 Nights - R39,955
House
- Miami
- ·
- Coral Gables
- 0.81 mi to center
3 Bedrooms
3 Baths
6 Guests
- Kitchen
- Air Conditioner
- Child Friendly
- Laundry
R8,221/Night
7 Nights - R57,549
House
- Miami
- ·
- Coral Gables
- 1.19 mi to center
4 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
R5,722/Night
7 Nights - R40,054
House
- Miami
- ·
- Palmetto Bay
- 1.69 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
14 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R14,957/Night
7 Nights - R104,706
House
7.0Very Good
(26 Reviews)
4 Bedrooms
2 Baths
6 Guests
2400 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
R3,902/Night
7 Nights - R27,311
Book a Last Minute Place to Stay in Pinecrest
About Casai's Private Villas and Holiday Rentals in Pinecrest
Discover more than 159 vacation rentals available in Pinecrest. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Pinecrest.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Pinecrest, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Pinecrest. On average, places to stay near Pinecrest offer 1090.87 ft², with nightly prices averaging R9,452.
With Casai, finding and comparing holiday rentals in Pinecrest is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Pinecrest
| Type | Count |
|---|---|
| Vacation Homes | 73 |
| Holiday Apartments | 44 |
| Villas | 10 |
| Cottages | 3 |
Use these Quick Filters to Find a Holiday Rental in Pinecrest
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Pinecrest.
Weather in Pinecrest, FL
View the weather forecast for Pinecrest before booking your Pinecrest Vacation Rentals to confirm your best time to go.
December - February
High 46°F Low 29°F
March - May
High 62°F Low 35°F
June - August
High 82°F Low 52°F
September - November
High 67°F Low 36°F
Top Attractions Around Pinecrest, FL
Casai offers a large selection of top attractions around Pinecrest . Research things to do on your vacation before you visit Pinecrest.
Other Places to Stay in Pinecrest, FL
Frequently Asked Questions About Pinecrest?
What are the top holiday rentals in Pinecrest?
With numerous options available in Pinecrest, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Pinecrest:
- Tranquil Heirloom Hideaway, Pool in South Miami
- Great neighborhood Managed by BNR Vacation Rentals
- Boho House, Large Yard, Central Miami Location
- Luxury Retreat with Heated Pool, Jacuzzi & Gym
- Cumpa's House: Mid-Century Luxury in Miami
- Tranquil Heirloom Hideaway Pool in South Miami
- 2BR 4 Beds by Miami SoFi Vacation Rentals Tucked in a quiet Palmetto Bay neighborhood, this property offers stylish 2BR/1BA stays with thoughtful design, outdoor spaces, and easy access to parks, dining, and Miami hotspots. |
- Queen's Tropical Garden View Room
- Guest Fav | 5BR Family Estate | Pool + Half Acre
- Home w/Pool in Upscale Pinecrest Village
How many holiday rentals have private pools in Pinecrest?
Discover a selection of holiday rentals with private pools near Pinecrest with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Beautiful villa in a highly desirable & gated community.
- Cutler Estate! 5bdr, gated-pool!
- Under 100 per night this Fall - 4-acre, private property, large pool.Book Now!
- Luxury Miami Village w/Pool+Grill+MiniGolf
Which holiday homes in Pinecrest are best for families?
If you're searching for a family-friendly holiday home in Pinecrest, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Pinecrest:
- Luxury Miami! Managed by BNR Vacation Rentals
- 7545 Southwest 124th Street
- La Finca Miami by SoFla Vacations
How many Casai.co.za holiday rentals are available in Pinecrest?
As of 2026, Casai boasts over 159 properties listed in the Pinecrest area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Pinecrest.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Gables By The Sea Vacation Rentals in Miami, Florida | 30 |
| Hammocks Vacation Rentals in Miami, Florida | 234 |
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