Vacation Rentals with Pool in Delray Beach

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Filtering by: Swimming pool

709 vacation rentals

(1) Excellent 

26

3 b/3bth Private Oasis, Del Ida/Pinapple Grove District Close to Atlantic

Florida / Delray Beach

Delray Beach house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$355

Price per night from

$355

19

Great Deal 2 bed/2bath Condo (Unit 7)

Florida / Delray Beach

Delray Beach condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$240

Price per night from

$240

(5) Excellent 

Certificate of Excellence

34

SandyFeet Beach Retreat w/ Pool in D'town Delray Beach

Florida / Delray Beach

Delray Beach house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$199

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$199

(1) Excellent 

20

Luxury "Boutique" Villa w/ Private Saltwater Pool & Hot Tub in Heart of Delray

Florida / Delray Beach

Delray Beach house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$296

Price per night from

$296

(1) Excellent 

9

WARM & SUNNY SOUTH FLORIDA RENTAL - DELRAY BEACH,

Florida / Delray Beach

Delray Beach condo

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Air conditioning

Price per night from

$121

Price per night from

$121

9

Wonderful Studio in Delray Beach (Unit 18)

Florida / Delray Beach

Delray Beach condo

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$186

Price per night from

$186

21

Villa Tropic Isle -Coastal Chic-Pet Friendly-So Very Private NEW Heated Pool!

Florida / Delray Beach

Delray Beach villa

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$429

Price per night from

$429

24

Beautiful Waterfront Resort, Perfect For Families, Minutes To The Beach!

Florida / Delray Beach

Delray Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$786

Price per night from

$786

(3) Very Good 

12

East Delray Villa in Adult Community

Florida / Delray Beach

Delray Beach villa

1 4 30 nights min

  • 1 bedroom
  • sleeps 4
  • 30 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Air conditioning

Price per night from

$101

Price per night from

$101

(2) Very Good 

41

Dover House

Florida / Delray Beach

Delray Beach apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$401

Price per night from

$401

8

Grove Condominium #4

Florida / Delray Beach

Delray Beach apartment

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$221

Price per night from

$221

44

Beautiful 1 bedroom 1 bath condo

Florida / Delray Beach

Delray Beach condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$401

Price per night from

$401

13

Amazing One Bedroom in Delray (Unit 13)

Florida / Delray Beach

Delray Beach apartment

1 2 6 nights min

  • 1 bedroom
  • sleeps 2
  • 6 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$201

Price per night from

$201

16

Lakeside Oasis Delray-2 Bdrm

Florida / Delray Beach

Delray Beach villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$125

Price per night from

$125

36

Tropical 3BR Home w/ Game Room, Pool & Sun Porch - 7 Blocks to Beach

Florida / Delray Beach

Delray Beach house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$346

Price per night from

$346

10

AMAZING GETAWAY in Paradise (unit 25)

Florida / Delray Beach

Delray Beach condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$261

Price per night from

$261

(1) Excellent 

21

Beautiful Lavers Racquet Club Delray Beach

Florida / Delray Beach

Delray Beach apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$111

Price per night from

$111

24

Downtown Delray 3BR w/ City Views, Pool & Hot Tub - Walk to Shops, Dining

Florida / Delray Beach

Delray Beach condo

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$331

Price per night from

$331

11

3 bed 2 ba, Pool, Screened Porch, Walk to Atlantic, Pineapple Grove District!

Florida / Delray Beach

Delray Beach house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$270

Price per night from

$270

36

Private Villa w/Heated Pool & Jacuzzi WALK TO BEACH

Florida / Delray Beach

Delray Beach house

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$533

Price per night from

$533

30

Tropical, Fun, Comfortable 4 Bedroom, 3 Bathroom with Heated Pool & Tiki Hut

Florida / Delray Beach

Delray Beach house

4 9 4 nights min

  • 4 bedrooms
  • sleeps 9
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$351

Price per night from

$351

(1) Excellent 

6

COSY ROOM DELRAY TOWNHOME

Florida / Delray Beach

Delray Beach townhouse

2 2 6 nights min

  • 2 bedrooms
  • sleeps 2
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$50

Price per night from

$50

12

New Contruciton: Luxurious Lake IDA home with heated pool and Spa

Florida / Delray Beach

Delray Beach house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$551

Price per night from

$551

(1) Average 

18

3 Bed, 2 Bath Home with Pool - Walk to Atlantic!

Florida / Delray Beach

Delray Beach cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$278

Price per night from

$278

(5)  

25

Slice of Paradise in Delray Beach - 3BR w/ Pool, Hot Tub & Backyard Oasis

Florida / Delray Beach

Delray Beach house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$367

Price per night from

$367

35

Delray Racquet Club Building 6

Florida / Delray Beach

Delray Beach condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$60

Price per night from

$60

31

Blue Tides at Tuscany

Florida / Delray Beach

Delray Beach house

4 9 1 night min

  • 4 bedrooms
  • sleeps 9
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$601

Responds fast!
avg. 3 hours 21 minutes

Price per night from

$601

(1) Excellent 

38

POSHPADZ Presents Villa Delray-Sleeps 9- Easy Walk to Beach, Shops & Restaurants

Florida / Delray Beach

Delray Beach house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$795

Responds fast!
avg. 49 minutes

Price per night from

$795

(2) Very Good 

16

Beautiful 2 Bedroom/2 Bathroom Unit in Delray (#5)

Florida / Delray Beach

Delray Beach apartment

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$250

Price per night from

$250

11

Amazing Deal in Paradise (Unit24)

Florida / Delray Beach

Delray Beach condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$261

Price per night from

$261

25

Lush! 4bed, 3 1/2 Bath Heated Saltwater Pool - Cls to Beach!

Florida / Delray Beach

Delray Beach house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$333

Price per night from

$333

52

Haven Point - Delray Beach

Florida / Delray Beach

Delray Beach house

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,502

Price per night from

$1,502

31

Luxury Unit 1 Block to Ocean 2/2 Delray Free WiFi

Florida / Delray Beach

Delray Beach condo

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$401

Price per night from

$401

(1) Average 

13

WONDERFUL 2BED/2BATH UNIT STEPS FROM THE BEACH #3

Florida / Delray Beach

Delray Beach apartment

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$241

Price per night from

$241

27

Delray Beach Pool House

Florida / Delray Beach

Delray Beach house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$180

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$180

20

Dual Master Suites! 4b/3bt Updated Pool Home - 1/2 mile to Atlantic!

Florida / Delray Beach

Delray Beach house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$373

Price per night from

$373

27

Delray Spacious Oasis

Florida / Delray Beach

Delray Beach house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Child Friendly

Price per night from

$335

Price per night from

$335

(2) Excellent 

19

Tahiti Cove -Waterfront Condo-Walk to Everything

Florida / Delray Beach

Delray Beach apartment

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
“One great vacation” We found this place while searching on the web for cool spots to visit in Florida--we hate how built up Ft. Lauderdale and West Palm has become and Delray Beach seemed too good to be true--it ended up being even better because of w
…see more

Price per night from

$158

Responds fast!
avg. 3 hours 42 minutes

Price per night from

$158