Pensacola Private Pool Properties
71 properties available
Signature Amenities of My Island Pad:* Direct Beachfront on 100 Feet of Private Shoreline* Two Gulf-Front King Suites with Ensuite Baths* Expansive Full-Width Beachfront Deck* Open Concept Living with Cathedral Ceilings* Fully Equipped Kitchen with Bar Seating* Outdoor Grill + Stunning Gulf Views* Located on Famed Ariola Drive* Pet-Friendly with Ap
My Island Pad
House
$1,953 - $13,363 / per week
4
bedrooms
4
Full
14
guests
5
(76 Reviews)
76
Signature Amenities of This Spacious Coastal Home:* Prime Location on Ariola Drive - Steps to the Gulf* Private Pool + Expansive Deck with Outdoor Dining + Loungers* Golf Cart Available for Rent (6-Seater)* 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups* Gulf Views from Oversized Covered Porch + Deck* Cowley Park Directly Behind Home – P
Beach Dreams
House
$2,863 - $17,563 / per week
7
bedrooms
5
Full, 2 Half
22
guests
5
(41 Reviews)
41
Signature Amenities of This Scenic Beach Home:* Located in Gated Santa Rosa Villa Estates* Pet-Friendly with Approval nothing over 40lbs (Fees Apply)* Gulf and Sound Views from Multiple Balconies* Private Community Pool + Dock with Fishing Access* Chef’s Kitchen with Granite Counters + Custom Cabinets* Primary Suite with Spa Bath + Balcony + Walk-I
Calle Bonita
House
$1,253 - $9,163 / per week
4
bedrooms
3
Full
13
guests
4.9
(17 Reviews)
17
Signature Amenities of This Updated Gulf-Front Home:* Direct Beachfront Location on Coveted Ariola Drive* Gulf-Facing Deck with Covered + Open-Air Seating* Renovated Interior with Fresh Coastal Decor + New Paint (2024)* Cathedral-Style Great Room with Floor-to-Ceiling Gulf Views* In-Home Washer/Dryer + Spacious Open Living Area* Professionally Mana
Beach Front Beauty
House
$2,163 - $14,063 / per week
4
bedrooms
3
Full
14
guests
5
(43 Reviews)
43
Signature Amenities of Palm Tree Paradise:* Elevated Private Pool + Hot Tub with Gulf + Sound Views* Over 5,200 Sq. Ft. of Luxury Living Across 3 Floors* Game Room with Pool Table + Wet Bar* Event Friendly with Gulf-Front Tent Space (with Approval)* Elevator Access (Optional: $150/stay; waived for elderly/disabled)* Chef’s Kitchen + Two Refrigerato
Palm Tree Paradise
House
$2,443 - $20,587 / per week
8
bedrooms
8
Full, 2 Half
30
guests
5
(15 Reviews)
15
Signature Amenities of this Beachfront Townhome:* Direct Gulf-Front Location with Private Beach Access* Pet Friendly with Approval (Limit 2, Fee Applies)* Private Elevator to All Floors* Chef’s Kitchen with Granite Counters & Island Seating* Two Full Kitchens + Two Laundry Areas* Gulf-Front Master Suite with Private Balcony & Bunk Nook* Gro
Once Upon A Tide
House
$2,065 - $10,563 / per week
4
bedrooms
4
Full
14
guests
5
(41 Reviews)
41
Signature Amenities of This Updated Beach Retreat:* Direct Gulf-Front Condo with Panoramic Water Views* Includes Beach Chair Service (2 Chairs + Umbrella, Mar-Oct)* 4 Additional Beach Chairs + 2 Umbrellas in Unit for Guest Use* Fully Renovated with Stylish Coastal Décor (Updated Dec 2023)* 2 Gulf-Front Pools (1 Seasonally Heated), Hot Tub + Sauna*
Emerald Isle #507 The Jolly Roger
Condo
$1,323 - $6,363 / per week
2
bedrooms
2
Full
6
guests
4.9
(43 Reviews)
43
Signature Amenities of this Impressive Condo:* Gulf-Front Condo with Direct Beach Walkover Access* Complimentary Beach Chair Service (2 Chairs + Umbrella, Mar–Oct) ***Beach service that is included does not guarantee any position/location of chairs-the service provider may charge additional fees for priority position/location if available and Gulf
Fleur De Sel
Condo
$840 - $3,983 / per week
2
bedrooms
2
Full
6
guests
5
(57 Reviews)
57
Signature Amenities of Bella Vista:* Panoramic Gulf + Sound Views from 3 Private Balconies* Luxury Master Suite with Spa-Style Bathroom* Sleeps 11 with Spacious Bedrooms + Sleeper Sofa* Elevator Access to All Floors ($150 fee )* Pet Friendly with Approval ($200 pet fee - under 25 lbs. non shedding only Pet fees are not included in the rental rate)*
Bella Vista
House
$1,113 - $10,563 / per week
4
bedrooms
2
Full, 1 Half
11
guests
5
(12 Reviews)
12
Signature Amenities of this Elevated Retreat:* Expansive 4BR/4BA Home with Gulf and Sound Views* Wraparound Decks with Stunning Island Panoramas* Elevator Access to All Levels* Pet Friendly with Approval (Limit 2, Fee Applies)* Grand Top-Floor Living Area with Coastal Views* Fully Equipped Chef’s Kitchen * Community Pool Steps from the Home* Easy B
Cloud Nine
House
$1,288 - $9,415 / per week
4
bedrooms
4
Full
18
guests
4.9
(24 Reviews)
24
Signature Amenities of this Coastal Retreat:* Direct Beachfront Access from Your Private Deck* Loaded Beach Garage – 7 Bikes, 4 Kayaks, SUP, Skimboards and More* Over a Dozen Chairs, 6 Umbrellas, Toys, Games, Tennis and Pickleball Gear* Premium Kitchen with All-Clad, Le Creuset and Top-Shelf Cookware* Outdoor Deck with Elevated, Custom Seating for
Stay and Play
Condo
$1,253 - $6,398 / per week
3
bedrooms
3
Full
9
guests
5
(56 Reviews)
56
Signature Amenities of South Harbor 3C:* Waterfront Balcony Overlooking Little Sabine Bay* Deep Water Boat Slip $125.00/night* Private Bayside Beach Access* Outdoor Pool + Fitness Center* Perfect Viewing Spot for Blue Angels Air Show* Across the Street from Pensacola Beach Pier* Professionally ManagedWelcome to South Harbor 3C, a stunning 3rd-floor
South Harbor unit 3C
Condo
$763 - $8,190 / per week
2
bedrooms
2
Full
6
guests
5
(3 Reviews)
3
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