Estia Villas - Vacation Rentals in Pineapple Beach
Villa
10.0
(
167 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
4500 ft²
-
Private Pool -
Oceanfront -
Hot Tub -
Breakfast
US $1,264
/Night
7 Nights - $8,845
Villa
10.0
(
1 Review
)
4 Bedrooms
4 Bathrooms
8 Guests
2497.23 ft²
-
Parking -
Pool -
Balcony/Terrace -
Air Conditioner
US $704
/Night
7 Nights - $4,928
US $470
/Night
7 Nights - $3,290
Villa
9.6
(
105 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
860 ft²
-
Parking
-
Pool
-
Ocean View -
Balcony/Terrace
US $294
/Night
7 Nights - $2,059
Apartment
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
753.47 ft²
-
Private Beach -
Oceanfront
-
Breakfast
-
Parking
US $483
/Night
7 Nights - $3,378
Villa
9.6
(
92 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1999 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Breakfast
US $1,295
/Night
7 Nights - $9,068
Apartment
10.0
(
2 Reviews
)
1 Bedroom
2 Bathrooms
6 Guests
1194.79 ft²
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
US $599
/Night
7 Nights - $4,194
Villa
9.4
(
32 Reviews
)
6 Bedrooms
6 Bathrooms
12 Guests
6000 ft²
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
US $2,863
/Night
7 Nights - $20,039
Villa
9.8
(
86 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1627 ft²
-
Hot Tub
-
Pool
-
Spa -
Ocean View
US $1,190
/Night
7 Nights - $8,332
Villa
9.6
(
57 Reviews
)
3 Bedrooms
3 Bathrooms
7 Guests
2000 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $556
/Night
7 Nights - $3,892
Villa
10.0
(
7 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1600 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $962
/Night
7 Nights - $6,737
Villa
10.0
(
105 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2000 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $767
/Night
7 Nights - $5,370
Villa
10.0
(
156 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
5000 ft²
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
US $1,743
/Night
7 Nights - $12,203
Villa
10.0
(
103 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
2850 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $812
/Night
7 Nights - $5,681
Villa
10.0
(
69 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1000 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $589
/Night
7 Nights - $4,124
Villa
10.0
(
57 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
850 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $525
/Night
7 Nights - $3,674
Villa
10.0
(
50 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $965
/Night
7 Nights - $6,752
Villa
10.0
(
43 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2000 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $910
/Night
7 Nights - $6,367
Villa
10.0
(
38 Reviews
)
3 Bedrooms
4 Bathrooms
6 Guests
150 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $805
/Night
7 Nights - $5,632
Villa
10.0
(
30 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
2500 ft²
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
US $986
/Night
7 Nights - $6,901
Villa
10.0
(
28 Reviews
)
5 Bedrooms
6 Bathrooms
20 Guests
3000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,869
/Night
7 Nights - $13,083
Villa
10.0
(
25 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool
-
Breakfast
-
Parking
-
Pool
US $1,441
/Night
7 Nights - $10,085
Villa
10.0
(
12 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $445
/Night
7 Nights - $3,115
Villa
10.0
(
7 Reviews
)
12 Bedrooms
12 Bathrooms
28 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $5,208
/Night
7 Nights - $36,457
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pineapple Beach.
Weather in Pineapple Beach
View the weather forecast for Pineapple Beach before booking your Pineapple Beach Vacation Rentals to confirm your best time to go.
December - February
High 84°F Low 72°F
March - May
High 85°F Low 72°F
June - August
High 88°F Low 74°F
September - November
High 88°F Low 73°F
Pineapple Beach Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Pineapple Beach?
There are a lot of options in Pineapple Beach. If you plan on staying in the Pineapple Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pineapple Beach:
- Villa Palmera - 5-Star Modern Tropical Paradise
- Private Villa, Pool, Views, Generator, Fast WiFi
- "Seaside Serenity at Moonlight Villa: Experience Spectacular Ocean Views!"
- Good Vibes Only Waterfront Villa/Private Pool/Modern/Sun Decks/Majestic Views!
- Fabulous Panoramic View!
- 'Sea La Vie' - Waterfront St Thomas Escape w/Pool
- Casa Bougainvillea - Secluded Oceanfront Retreat with Pool and Stunning Views!
- Stop! You just found your vacation home w/breathtaking views! C'est Jolie D-27!
- 4bd 4.5 baths House and two private apartments. Beautiful views! Self check in!
- Tropical Palm Villa- Ocean Views From All Rooms, Solar Power, Private Pool
How many vacation rentals are available in Pineapple Beach?
Currently, the total number of properties listed in 2026 is over 163 in the Pineapple Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pineapple Beach.
