50 Best Delray Beach Apartments on Holiday Lettings - Vacation rentals

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681 Vacation rentals

12

Delray Beach Vacation condo rental

Florida / Delray Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
The PARLIAMENT INN is one of the most beautiful apartment complexes in South Florida. This charming apartment hotel is located just 3 minutes walk from the award winning sandy beach and offers its holiday guests a completely relaxing holiday in beautiful tropical Atmoss …see more

from $107 / night

$642 - $1,362 / week

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Responds fast!
avg. 3 hours 45 minutes

from $107 / night

18

Vacation cottage with shared pool in Delray Beach

Florida / Delray Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Charming Beach Cottage located in the heart of Delray Beach. Original exposed wood beams, wood floors and loads of charm will make SeaGrape Cottage a family favorite for years to come. Completely updated with modern interior appointments including the kitchen and 2 b …see more

from $278 / night

$1,650 - $3,465 / week

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from $278 / night

(3) Excellent 

18

Delray Beach Vacation home rental

Florida / Delray Beach

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Exuding old-Florida charm, this 2BR his home has been carefully prepared to have you relaxed and in vacation mode as soon as you walk in the door. With comfort for six guests, the delightful living area instantly welcomes you with an oversized plush floor rug, cozy sect …see more

from $158 / night

$1,088 - $1,488 / week

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Responds fast!
avg. 3 hours 25 minutes

from $158 / night

(1) Excellent 

19

Condo rental in Delray Beach

Florida / Delray Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Amazing 2 Bedroom/ 2 Bathroom Unit available in the Heart of Delray Beach, FL right off Atlantic Avenue. We are a 2 minute walk away from the Beach and all the restaurants and the nightlife of Delray. Book today according to the availability of the calendar. This Two …see more

from $240 / night

$1,680 / week

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from $240 / night

8

Vacation apartment in Delray Beach

Florida / Delray Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove Condominium is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove a single story private residence. Stay a week, a month or longer...and relax :) :) Unit and Space: This One bedroom Unit has …see more

from $220 / night

$1,295 / week

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from $220 / night

20

Home rental in Delray Beach with swimming pool

Florida / Delray Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Marigold Cottage welcomes you! This home offers contemporary and comfortable light filled rooms. The oversized windows and airy decor are both updated and homey, the perfect backdrop for you and your family's game night, laughs and relaxation. Lots of spaces to chat, …see more

from $378 / night

$2,265 - $4,515 / week

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from $378 / night

(1) Excellent 

6

Townhouse rental in Delray Beach with shared pool, golf nearby

Florida / Delray Beach

2 2 6 nights min

  • 2 bedrooms
  • Sleeps 2
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Beautiful and simple room in a townhouse, newly renovated, close to downtown Delray and beach, private patio, shared kitchen and living room.The room on the second floor, basic furniture, balcony, clean and furnished bathroom. Owner has a cat; can provide with clean she …see more

from $50 / night

$350 / week

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from $50 / night

9

Vacation condo in Delray Beach

Florida / Delray Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This One Bedroom Unit includes a full kitchen, living r …see more

from $185 / night

$1,295 / week

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from $185 / night

(2) Very Good 

16

Vacation apartment in Delray Beach

Florida / Delray Beach

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This Two Bedroom/Two Bath Unit includes a full kitchen, …see more

from $120 / night

$800 - $1,750 / week

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from $120 / night

18

Vacation home in Delray Beach

Florida / Delray Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
A sophisticated modern oasis in the center of the city. Private, lush, landscaped grounds surround outdoor seating areas and full-size pool with spouting water feature. Volume interior spaces with luxury finishes set Delray Modern apart! With 3,776 total sf living space …see more

from $695 / night

$4,865 / week

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Responds fast!
avg. 2 hours 16 minutes

from $695 / night

23

Home rental in Delray Beach

Florida / Delray Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Sip ice tea, or barbecue among the mango trees. Fenced in backyard. 10 minute walk to the heart of downtown Delray Beach. The House is located on Historic Swinton Ave, and is 1 block from the Famous Sundy House. The house is 0.4 miles to Downtown Delray Beach. Dogs are …see more

from $159 / night

$1,000 - $1,400 / week

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Responds fast!
avg. 1 hour 21 minutes

from $159 / night

(1) Excellent 

24

Vacation home in Delray Beach

Florida / Delray Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Light and breezy, this home is the perfect combination of a comfortable yet stylish retreat for your holiday. This architectural gem has been fully renovated to include a ton of modern conveniences. The remarkable modern kitchen offers an expanse of Siematic Basalt gre …see more

from $208 / night

$1,195 - $3,150 / week

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from $208 / night

(2) Very Good 

19

Vacation home in Delray Beach

Florida / Delray Beach

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
Sunshine Cottage, located on the Intercoastal waterway, near Marina Delray, in Delray Beach, offers elegance and comfort on a shoestring budget. Economical and conveniently located, Sunshine Cottage is short walking distance to "the Beach", shopping, dining and banking. …see more

from $175 / night

$1,085 / week

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from $175 / night

38

Vacation home in Delray Beach

Florida / Delray Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
Welcome to “Villa Delray”! This extraordinary home combines a love of nature filled with luxury comforts to create an environment that captures the essence of Florida coastal living. Nestled in the heart of Delray Beach Florida, this private elegantly appointed by PO …see more

from $895 / night

$6,265 / week

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Responds fast!
avg. 2 hours 15 minutes

from $895 / night

31

Delray Beach Vacation condo accommodation

Florida / Delray Beach

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This luxury newly renovated 2 bedroom 2 bath unit is just beautiful. With all state of the art amenities, you'll feel like your right at home when away on vacation. This is the best unit in the complex! The unit has a pull out couch which can sleep 2 additional people ( …see more

from $400 / night

$2,800 - $3,010 / week

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from $400 / night

10

Vacation apartment in Delray Beach

Florida / Delray Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove Condominium is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove a single story private residence. Stay a week, a month or longer...and relax :) :) Unit and Space: This one bedroom Unit has a …see more

from $200 / night

$1,400 / week

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from $200 / night

12

Vacation condo rental

Florida / Delray Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Nice comfy 2 bedroom and 2 bathroom condo on second floor not far from the Ocean and beautiful Delray downtown. Condo has 2 full bathrooms. There is nice shaded balcony to enjoy morning coffee. Kitchen freshly updated with newer appliances. The Delray Mall and the Shopp …see more

from $65 / night

$550 - $650 / week

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from $65 / night

21

Delray Beach Vacation villa rental

Florida / Delray Beach

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Coastal chic decor, pet-friendly, and 2 master bedroom suites (that easily sleeps 5-6 & children) make this villa an ideal vacation retreat. With your own private fenced yard enclosing the gorgeous new pool with waterfall feature. The villa is located in the HOT new are …see more

from $349 / night

$2,247 / week

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from $349 / night

44

Condo rental in Delray Beach

Florida / Delray Beach

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
There’s no lack of places to swim and lounge around at Dover House Resort. A heated outdoor pool sparkles in the sunlight, and a short walk will take you right to the beach, where warm sands hug the Atlantic’s crashing waves. •Eco-friendly updates: The resort earned …see more

from $300 / night

$2,100 / week

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from $300 / night

31

Vacation condo in Delray Beach

Florida / Delray Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
For lease, 28 night minimum rental, is this 2 bedroom 2 bath, fully furnished and supplied, immaculate condo on the third floor of Building 6 with lake view from master bedroom and patio, located in the Delray Racquet Club Condominium Community in beautiful Delray Beac …see more

from $47 / night

$329 / week

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Responds fast!
avg. 3 hours 19 minutes

from $47 / night

13

Delray Beach Vacation apartment rental

Florida / Delray Beach

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This One Bedroom Unit includes a full kitchen, living r …see more

from $200 / night

$1,400 / week

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from $200 / night

30

Vacation home rental

Florida / Delray Beach

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Walk to Downtown Delray. New kitchen, new bathrooms, new floors, new appliances, new impact windows. New 6 foot high privacy fence, large backyard, outdoor furniture, and grill. 2 HD TV's. Wireless internet. New landscaping. 7 minute walk to Pineapple Grove. 7 minute …see more

from $159 / night

$1,000 - $1,400 / week

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Responds fast!
avg. 1 hour 21 minutes

from $159 / night

(1) Excellent 

16

Vacation home in Delray Beach

Florida / Delray Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Marlow House Located in the charming Historic Arts District of downtown Delray Beach, steps to the fabulous restaurants of Pineapple Grove, this spacious two bedroom, one bathroom home provides a restful retreat after a day out and about fabulous Delray Beach. Casual …see more

from $253 / night

$1,700 - $4,300 / week

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from $253 / night

6

Vacation home in Delray Beach

Florida / Delray Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
New construction completed in May 2017: 3 Bedroom/3 Full Bath + office new construction: Richard Jones designed island style home in Delray Beach's Lake IDA neighborhood is minutes away from Atlantic Ave and the best Beaches in Florida. The home is 1 block off the lak …see more

from $375 / night

$2,400 - $4,100 / week

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from $375 / night

20

Vacation home with swimming pool in Delray Beach

Florida / Delray Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This idyllic and peaceful home is surrounded by lush tropical landscape. The blue lagoon like pool is a wonderful space to spend a lazy afternoon under the shade of the many palms and verdant foliage. Inside the spaces are spacious, open and airy. The living room loo …see more

from $368 / night

$2,225 - $4,300 / week

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from $368 / night

6

Vacation condo in Delray Beach

Florida / Delray Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
RIGHT TO HAVE LUNCH INCLUDED FOR 6PERS DAILY Monday to Saturdsy. .Gated Community. Magnificent Condo of 2 and a half bedrooms. Master bedroom in suite. walking closet. Kitchen and bathrooms completely renovated. Fully equipped with all the details to enjoy your stay. W …see more

from $450 / night

$3,000 / week

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from $450 / night

14

Vacation home in Delray Beach

Florida / Delray Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This vintage one level Florida charmer is a 1 bedroom, 1 bath beach duplex (only 1 other unit on the property), but feels like a single- family home. In addition to the standard Kitchen, Bedroom, Bathroom and Living room/Dining room, you also have an extra sun room whi …see more

from $175 / night

$1,225 / week

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from $175 / night

(2) Very Good 

41

Vacation apartment in Delray Beach

Florida / Delray Beach

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
There’s no lack of places to swim and lounge around at Dover House Resort. A heated outdoor pool sparkles in the sunlight, and a short walk will take you right to the beach, where warm sands hug the Atlantic’s crashing waves. •Snapshots of the past: The Bermuda-style …see more

from $300 / night

$2,100 / week

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from $300 / night

10

Apartment rental in Delray Beach

Florida / Delray Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Amazing Penthouse Condo in Delray Beach! Perfect for entertaining. Key West Resort style living all within minutes of the water & Atlantic Ave. This 2 Bedroom, 2 & 1/2 Bath, 2 story condo Penthouse is located in a private community complete with oasis pool, putting-gree …see more

from $300 / night

$1,900 - $3,350 / week

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from $300 / night

51

Vacation home in Delray Beach

Florida / Delray Beach

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 8 mi
  • Child friendly
  • Air conditioning
About this listing We welcome you to stay at "The Captain's Quarters" our 2 Bedroom 2 Bathroom house in Downtown Delray. About a 10 - 12 min walk to the beach and minutes away from Downtown's dining and shopping, our home has everything you'll need for a perfect vacati …see more

from $149 / night

$1,720 - $2,070 / week

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Responds fast!
avg. 21 minutes

from $149 / night

14

Delray Beach Vacation home rental

Florida / Delray Beach

3 9 90 nights min

  • 3 bedrooms
  • Sleeps 9
  • 90 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This cozy home is conveniently close to all amenities. It has been lovingly maintained and cared for. From the beautiful landscaping to the spacious interior. To the currently updated kitchen with new stainless steel appliances. This lovely home is upscale urban living …see more

from $179 / night

$1,250 / week

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from $179 / night

15

Vacation home in Delray Beach

Florida / Delray Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
This new to market one level , bright and cheery home is a 1 bedroom, 1 bath beach duplex (only 1 other unit on the property), with modern touch and feel. Home includes for your exclusive use a New Kitchen with stainless steel appliances, and an open floor plan that ope …see more

from $150 / night

$1,000 / week

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from $150 / night

(1) Excellent 

21

Vacation apartment in Delray Beach

Florida / Delray Beach

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Situated in Delray Racquet Club (Lavers) , an attractive condominium with clay tennis courts (fees not included), a swimming pool and jacuzzi. The beautiful award winning beach is 5 minutes away and the lively Atlantic avenue with its restaurants, shops and gal …see more

from $110 / night

$770 / week

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from $110 / night

27

Home rental in Delray Beach

Florida / Delray Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2/1 Historic Key West Style Cottage. 3 block stroll to the heart of Downtown Delray. 1 mile to the beach. Big, beautiful backyard oasis. Total privacy. 8 foot fence and high trees. You'll want to relax among the bamboo in the large hammock, and barbecue. 1940's histori …see more

from $159 / night

$800 - $1,400 / week

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Responds fast!
avg. 1 hour 21 minutes

from $159 / night

8

Delray Beach Vacation home rental

Florida / Delray Beach

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Location, location, location!! This is a pet-friendly, charming 2200 square foot 3 bedroom 2 bath beach house in prestigious Gulf Stream, FL. Located on A1A (Ocean Blvd) across the street from the beach. Surrounded by multi-million dollar homes. The house is directly ac …see more

from $265 / night

$1,855 / week

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from $265 / night

(1) Excellent 

9

Condo accommodation in Delray Beach with shared pool

Florida / Delray Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Air conditioning
WARM & SUNNY SOUTH FLORIDA RENTAL - DELRAY BEACH, FLORIDA Our beautiful, fully renovated condo (760 sq.f.), is ideally located in sunny South Florida. The nice 1 bedroom, 2 bath unit, and is quite comfortable for an extended stay. We have undergone a complete remodel …see more

from $120 / night

$700 / week

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from $120 / night

25

Vacation home in Delray Beach

Florida / Delray Beach

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
Spacious Oasis With Oversize Heated Pool And Spa, Large Yard 4 Bedroom, 2.5 Bathroom, With Oversize Pool The perfect getaway house to relax and enjoy while you are away from your own home. This home is suitable for a large family, children and their fur-baby. Located …see more

from $325 / night

$2,000 - $2,475 / week

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from $325 / night

(3) Excellent 

26

Delray Beach Vacation home accommodation

Florida / Delray Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
Classic French style cottage with high ceilings, wooden floors, and a pool Welcome to our classic Florida beach home, located less than 5 minutes from two of Delray’s best beaches. Beachy, fun, Key West furnishings inside, original hardwood floors throughout. Three bed …see more

from $240 / night

$1,680 / week

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from $240 / night

10

Delray Beach Vacation condo rental

Florida / Delray Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This Two Bedroom Unit includes a full kitchen, living r …see more

from $260 / night

$1,820 / week

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from $260 / night

(2) Excellent 

19

Delray Beach Vacation apartment rental

Florida / Delray Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Two, charming, updated condos in a unique, quiet, beautiful, tropical intracoastal waterfront property .Conveniently located in one of the few original Delray Beach communities, with almost everything in walking distance. Sit by the heated pool and watch the boats go b …see more

from $150 / night

$1,050 - $1,675 / week

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from $150 / night