Bask in Paradise
Royal Shell Vacations
Naples
Upscale gulf-coast living

Naples

Fifth Avenue dining, white-sand beaches and golf-course condos — vacation and seasonal rentals across Olde Naples and beyond.

168 rentals · 166 seasonal

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Vacation rentals (top 60 by guest rating — see all 168)

Breathing Space
Landscape View5(1)
North Naples

Breathing Space

3 BR · 2 BA · Sleeps 6
Naples
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Seasonal rentals (monthly, 28-night minimum)

AW CR 20-202 - 7122 Blue Juniper Court #202
Landscape View
Autumn Woods

AW CR 20-202 - 7122 Blue Juniper Court #202

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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BC BRI 1604 - 8231 Bay Colony Dr. #1604
Gulf View
Bay Colony

BC BRI 1604 - 8231 Bay Colony Dr. #1604

3 BR · 3 BA · Sleeps 6Seasonal
Naples
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BC MRQ 1002 - 8990 Bay Colony Drive #1002
Gulf View
Bay Colony

BC MRQ 1002 - 8990 Bay Colony Drive #1002

2 BR · 3 BA · Sleeps 4Seasonal
Naples
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BC MRQ 1203 - 8990 Bay Colony Drive #1203
Bay Colony

BC MRQ 1203 - 8990 Bay Colony Drive #1203

3 BR · 3 BA · Sleeps 6Seasonal
Naples
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BC MRQ 901 - 8990 Bay Colony Drive #901
Bay View
Bay Colony

BC MRQ 901 - 8990 Bay Colony Drive #901

3 BR · 3 BA · Sleeps 6Seasonal
Naples
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BC REM PH2001 - 8665 Bay Colony Drive #PH-2001
Bay View
Bay Colony

BC REM PH2001 - 8665 Bay Colony Drive #PH-2001

3 BR · 3.5 BA · Sleeps 6Seasonal
Naples
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BC TR 305 - 8787 Bay Colony Drive #305
Landscape View
Bay Colony

BC TR 305 - 8787 Bay Colony Drive #305

3 BR · 3.5 BA · Sleeps 6Seasonal
Naples
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BF 3-402 - 15171 Cedarwood Lane #3402
Preserve View
Bay Forest

BF 3-402 - 15171 Cedarwood Lane #3402

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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BW 637-104 - 637 Beachwalk Circle #104
Beachwalk

BW 637-104 - 637 Beachwalk Circle #104

3 BR · 2 BA · Sleeps 5Seasonal
Naples
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CG 403 - 3250 Cypress Glen Way #403
Cypress Glen

CG 403 - 3250 Cypress Glen Way #403

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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CL OI U6-202 - 5455 Worthington Lane #202
Carlton Lakes

CL OI U6-202 - 5455 Worthington Lane #202

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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CSII 7065-F103 - 7065 Dennis Circle F-103
Lake View
Glen Eagles

CSII 7065-F103 - 7065 Dennis Circle F-103

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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DUN GP6-403 - 275 Indies Way Unit 403
Bay View
The Dunes - Naples

DUN GP6-403 - 275 Indies Way Unit 403

3 BR · 3 BA · Sleeps 6Seasonal
Naples
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EL D-201 - 7812 Emerald Circle #201
Lake View
Emerald Lakes

EL D-201 - 7812 Emerald Circle #201

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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FF BC REM 901 - 8665 Bay Colony Drive #901
Gulf View
Bay Colony

FF BC REM 901 - 8665 Bay Colony Drive #901

3 BR · 3.5 BA · Sleeps 6Seasonal
Naples
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FG 104 - 3940 Loblolly Bay Drive
Lake View
East Naples

FG 104 - 3940 Loblolly Bay Drive

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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FW RW 1695-8 - SEASONAL - 1695 Windy Pines Dr. #8
Lake View
Falling Waters

FW RW 1695-8 - SEASONAL - 1695 Windy Pines Dr. #8

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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GCC 541-1 - 541 Teryl Road #1
Golf View
Glades Country Club

GCC 541-1 - 541 Teryl Road #1

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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H BP 12914 - 12914 Brynwood Preserve Lane
Lake View
Brynwood Preserve

H BP 12914 - 12914 Brynwood Preserve Lane

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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H BSL 242 - 242 Belville Boulevard
Lake View
Berkshire Lakes

H BSL 242 - 242 Belville Boulevard

2 BR · 2 BA · Sleeps 5Seasonal
Naples
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H BW 724 724 Reef Point Circle
Landscape View
Beachwalk

H BW 724 724 Reef Point Circle

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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H GH 9842 - 9842 Everglades Drive
Lake View
Naples

H GH 9842 - 9842 Everglades Drive

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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H HG 2276 - 2276 Heritage Greens Drive
Golf View
Heritage Greens

H HG 2276 - 2276 Heritage Greens Drive

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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H IGC 1961 - 1961 Imperial Golf Course Boulevard
Pool View
North Naples

H IGC 1961 - 1961 Imperial Golf Course Boulevard

2 BR · 2 BA · Sleeps 6Seasonal
Naples
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H KL 2261 - 2261 Kings Lake Boulevard
Preserve View
Naples

H KL 2261 - 2261 Kings Lake Boulevard

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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HL 9-204 - 6544 Huntington Lakes Circle #9-204
Lake View
Huntington Lakes

HL 9-204 - 6544 Huntington Lakes Circle #9-204

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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H LP 714 - 714 11th Street North
Landscape View
Lake Park

H LP 714 - 714 11th Street North

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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H MO 1824 - 1824 Crayton Road
Pool View
The Moorings

H MO 1824 - 1824 Crayton Road

4 BR · 3 BA · Sleeps 8Seasonal
Naples
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H MP 7932 - 7932 Princeton Drive
Preserve View
Madison Park

H MP 7932 - 7932 Princeton Drive

3 BR · 3 BA · Sleeps 8Seasonal
Naples
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H NP 793 - 793 97th Ave N.
Landscape View
Naples Park

H NP 793 - 793 97th Ave N.

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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H ON 300 - 300 2nd Avenue North
Landscape View
Olde Naples

H ON 300 - 300 2nd Avenue North

4 BR · 4 BA · Sleeps 8Seasonal
Naples
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H ON 359 - 359 2nd Avenue North
Pool View
Olde Naples

H ON 359 - 359 2nd Avenue North

3 BR · 3 BA · Sleeps 6Seasonal
Naples
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H ON 361 - 361 1st Avenue North
Garden View
Olde Naples

H ON 361 - 361 1st Avenue North

3 BR · 3 BA · Sleeps 8Seasonal
Naples
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H ON 44 - 44 11th Avenue South
Garden View
Olde Naples

H ON 44 - 44 11th Avenue South

2 BR · 2 BA · Sleeps 6Seasonal
Naples
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H ON 476 - 476 1st Avenue N
Pool View
Old Naples

H ON 476 - 476 1st Avenue N

4 BR · 4 BA · Sleeps 8Seasonal
Naples
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H ON 56 - 56 Gulf Shore Blvd. S.
Gulf View
Olde Naples

H ON 56 - 56 Gulf Shore Blvd. S.

5 BR · 5 BA · Sleeps 11Seasonal
Naples
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H ON 590 - 590 East Lake Dr. - House in Olde Naples
Lake View
Olde Naples

H ON 590 - 590 East Lake Dr. - House in Olde Naples

4 BR · 3 BA · Sleeps 8Seasonal
Naples
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H ON 675 - 675 2nd Street S - House in Olde Naples
Landscape View
Old Naples

H ON 675 - 675 2nd Street S - House in Olde Naples

4 BR · 4.5 BA · Sleeps 8Seasonal
Naples
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H ON 678 - 678 11th Avenue S
Pool View
Old Naples

H ON 678 - 678 11th Avenue S

3 BR · 3.5 BA · Sleeps 8Seasonal
Naples
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H ON RL 590 - 590 6th Avenue North
Pool View
Olde Naples

H ON RL 590 - 590 6th Avenue North

4 BR · 4.5 BA · Sleeps 8Seasonal
Naples
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H PB 6605 - 6605 Southfork Court
Landscape View
Pelican Bay

H PB 6605 - 6605 Southfork Court

3 BR · 3 BA · Sleeps 6Seasonal
Naples
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H PB 6967 - 6967 Greentree Drive
Golf View
Pelican Bay

H PB 6967 - 6967 Greentree Drive

3 BR · 4 BA · Sleeps 6Seasonal
Naples
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H PB CH 5916 - 5916 Chanteclair Drive
Landscape View
Pelican Bay

H PB CH 5916 - 5916 Chanteclair Drive

4 BR · 3 BA · Sleeps 8Seasonal
Naples
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H PM TI 1920 - 1920 Timarron Way
Pool View
Pelican Marsh

H PM TI 1920 - 1920 Timarron Way

3 BR · 3 BA · Sleeps 6Seasonal
Naples
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H PM TI 1959 - 1959 Dory Court
Pool View
Pelican Marsh

H PM TI 1959 - 1959 Dory Court

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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H PM TL 9235 - 9235 Troon Lakes Drive
Lake View
Pelican Marsh

H PM TL 9235 - 9235 Troon Lakes Drive

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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H PR 2700 - 2700 Lantern Lane
Lake View
Port Royal

H PR 2700 - 2700 Lantern Lane

4 BR · 3 BA · Sleeps 8Seasonal
Naples
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H SAP 5901 - 5901 Ashford Lane
Golf View
The Strand

H SAP 5901 - 5901 Ashford Lane

4 BR · 3.5 BA · Sleeps 8Seasonal
Naples
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H SBAR 5923 - 5923 Barclay Lane
Pool View
The Strand

H SBAR 5923 - 5923 Barclay Lane

3 BR · 4 BA · Sleeps 6Seasonal
Naples
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H SSG 5815 - 5815 Persimmon Way
Golf View
The Strand

H SSG 5815 - 5815 Persimmon Way

3 BR · 2.5 BA · Sleeps 6Seasonal
Naples
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H STC 4126 - 4126 Zelkova Court
Landscape View
Naples

H STC 4126 - 4126 Zelkova Court

3 BR · 2.5 BA · Sleeps 6Seasonal
Naples
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H VR 8484 - 8484 Benelli Court
Lake View
Verona Walk

H VR 8484 - 8484 Benelli Court

3 BR · 2 BA · Sleeps 6Seasonal
Naples
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IGE BG F-4 - 13140 Hamilton Harbour Drive #F4
Golf View
Imperial Golf Estates

IGE BG F-4 - 13140 Hamilton Harbour Drive #F4

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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IMP BG-R8 - 13061 Hamilton Harbour Drive #R-8
Lake View
Imperial Golf Estates

IMP BG-R8 - 13061 Hamilton Harbour Drive #R-8

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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LR O 4903 - 9065 Albion Lane N 4903
Pool View
Lely

LR O 4903 - 9065 Albion Lane N 4903

2 BR · 2.5 BA · Sleeps 4Seasonal
Naples
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ML 6525-203 - 6525 Monterey Point #203
Lake View
Marbella Lakes

ML 6525-203 - 6525 Monterey Point #203

3 BR · 2.5 BA · Sleeps 6Seasonal
Naples
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MO BC 303 - 2900 Gulf Shore Blvd N. #303
Moorings

MO BC 303 - 2900 Gulf Shore Blvd N. #303

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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MO CC 318 - 3200 Gulf Shore Boulevard North #318
Bay View
The Moorings

MO CC 318 - 3200 Gulf Shore Boulevard North #318

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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MO COM 105 - 222 Harbor Drive #105
Bay View
The Moorings

MO COM 105 - 222 Harbor Drive #105

2 BR · 2 BA · Sleeps 4Seasonal
Naples
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