DESTINATIONS
EXPERIENCES
LUXURY JOURNAL
TRAVEL ADVISORS
ABOUT
1-800-208-5097
Open main menu
Generations Riviera Maya Villas & Luxury Vacation Rentals : Rental Escapes
Where to Stay
Where to Stay in Turks & Caicos for a Beachfront Villa
|
Where to Stay in Turks and Caicos: Long Bay vs Grace Bay
|
Where to Stay in Anguilla
|
Where to Rent Beachfront Villas in St Barts
|
Where to Stay in Saint Martin
|
Where to Stay in Montego Bay
|
Where to Stay in the Dominican Republic
|
Where to Stay on the Barbados Platinum Coast
|
Where to Find Beachfront Villas in Mexico
|
Where to Stay in Los Cabos
|
Where to Stay in Costa Rica for Families
|
Where to Rent a Villa in Tuscany
|
Where to Stay in Provence
|
Where to Stay in Colorado
Featured Destinations
Anguilla
|
Bahamas
|
Barbados
|
British Virgin Islands (BVI)
|
Cayman Islands
|
Costa Rica
|
Croatia
|
France
|
Greece
|
Italy
|
Jamaica
|
Los Cabos
|
Punta Mita
|
Riviera Maya
|
Saint Martin
|
St. Barts
|
Turks & Caicos
Villa Collections
Fully Staffed Villas
|
Ultra Luxury Villas
|
Beachfront Villas
|
Wedding Villas
|
Villas for Large Groups
|
Golf Villas
|
Ski Villas
|
Villas near Disney
|
Accessible Villas
Villa Inspiration
St Barts Villa Vacation Guide
|
Luxury Activities in Barbados
|
The Best Beaches in Turks and Caicos for Beachfront Villas
|
The Best Beaches in Anguilla
|
St Martin Luxury Activities
|
Casa de Campo Golf Guide
|
Punta Cana Luxury Villa Guide
|
Your Guide to Luxury Jamaica Villas with Staff
|
Negril vs Montego Bay for Luxury Villa Vacations
|
Your Tryall Club Jamaica Guide
|
Ocho Rios All-Inclusive Villa Guide
|
Los Cabos Activities for Luxury Villa Guests
|
Best Villas near Florence for Wine Lovers
ARRIVAL > DEPARTURE
September 2026
S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
October 2026
S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
Everywhere
>
Mexico
>
Riviera Maya
>
Generations Riviera Maya
Generations Riviera Maya Villas & Luxury Vacation Rentals
Luxury Villa Rentals for 2+ people
FILTERS
FILTERS
WE'RE HERE TO HELP! CONTACT US.
FIRST NAME *
LAST NAME *
EMAIL ADDRESS *
PHONE NUMBER *
WHERE TO?
TRAVEL DATES *
ARRIVAL * > DEPARTURE *
September 2026
S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
October 2026
S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
GUESTS
(ADULTS)
2
GUESTS
(CHILDREN)
0
BUDGET (PER NIGHT)
$0
NO MAX
I'M A TRAVEL ADVISOR
I'M A TRAVEL ADVISOR
MESSAGE
SUBMIT
This site is protected by reCAPTCHA and the Google
Privacy Policy
and
Terms of Service
apply.
2 GUESTS
1
BEDROOMS
DISPLAYING PROPERTIES
1
to
24
of
3878
12 per page
24 per page
48 per page
Featured
Price: High to low
Price: Low to high
Bedrooms: Most to least
Bedrooms: Least to most
DISPLAYING PROPERTIES
1
to
24
of
3878
12 per page
24 per page
48 per page
Featured
Price: High to low
Price: Low to high
Bedrooms: Most to least
Bedrooms: Least to most
Sugar Apple Villa
Kira Island, Turks & Caicos
8
4
4
+ ½
from
$1,000
/ night
Farniente
Cupecoy, St Martin
8
4
4
+ ½
from
$1,022
/ night
Ebbtide
Fitts Village, Barbados
8
4
4
from
$1,070
/ night
Villa Nuit Jade
Les Terres Basses, St Martin
10
5
5
from
$1,200
/ night
Fresh Wind
Apes Hill Club, Barbados
8
4
4
from
$1,200
/ night
Casa Marazul
Cancun, Riviera Maya
8
5
5
+ ½
from
$1,250
/ night
Casa Uno Mas
La Serenata, Punta de Mita (Punta Mita)
10
4
4
+ ½
from
$1,250
/ night
Libellule
Les Terres Basses, St Martin
10
5
5
+ ½
from
$1,272
/ night
One
Westland Heights, St. James
10
5
5
+ ½
from
$1,350
/ night
Esprit de la Mer
Les Terres Basses, St Martin
10
5
5
+ ½
from
$1,400
/ night
10% DISCOUNT!
Beau Rivage
Les Terres Basses, St Martin
6
3
3
+ ½
from
$1,500
/ night
Vittoria
Simpson Bay, St Martin
12
6
5
from
$1,515
/ night
Villa Langosta
Cancun, Riviera Maya
16
6
6
+ ½
from
$1,600
/ night
Avanti
Les Terres Basses, St Martin
10
5
5
+ ½
from
$1,655
/ night
Banyan House
Porters, Barbados
10
5
5
+ ½
from
$1,800
/ night
Turtle Nest
Les Terres Basses, St Martin
8
4
4
+ ½
from
$1,838
/ night
Casa Buena Suerte
Soliman Bay, Riviera Maya
12
6
6
+ ½
from
$1,850
/ night
Aqua Dream
Indigo Bay, St Martin
12
6
6
from
$1,929
/ night
The Dove House
Agios Stefanos, Greece
12
6
6
+ ½
from
€1,714
/ night
Infinity Blue
Les Terres Basses, St Martin
16
8
8
from
$1,980
/ night
Villa Reve Bleu
Black Garden, Anguilla
8
4
5
+ ½
from
$2,000
/ night
La Bulle
Corossol, St. Barts
8
4
4
from
$2,143
/ night
Karma Bay
Tryall Club, Jamaica
12
6
6
from
$2,164
/ night
Villa Ohana
Puerto Aventuras, Riviera Maya
14
7
7
+ ½
from
$2,250
/ night
‹‹
‹
1
2
3
4
5
6
7
›
››
